[ CAS No. 89604-92-2 ] {[proInfo.proName]}

Name: 89604-92-2|(Z)-tert-Butyl 2-(((1-(2-aminothiazol-4-yl)-2-(benzo[d]thiazol-2-ylthio)-2-oxoethylidene)amino)oxy)-2-methylpropanoate|97%
Brand: Ambeed
SKU: A217206
Price: 6.0 USD
Availability: InStock
Rating: 92 (26 reviews)

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Cat. No.: {[proInfo.prAm]}

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Quality Control of [ 89604-92-2 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 89604-92-2 ]

Product Details of [ 89604-92-2 ]

CAS No. :	89604-92-2	MDL No. :	MFCD00071548
Formula :	C₂₀H₂₂N₄O₄S₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	478.61	Pubchem ID :	-
Synonyms :

Calculated chemistry of [ 89604-92-2 ]

Physicochemical Properties

Num. heavy atoms :	31
Num. arom. heavy atoms :	14
Fraction Csp3 :	0.35
Num. rotatable bonds :	9
Num. H-bond acceptors :	7.0
Num. H-bond donors :	1.0
Molar Refractivity :	125.5
TPSA :	198.54 Å²

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-5.22 cm/s

Lipophilicity

Log Po/w (iLOGP) :	3.73
Log Po/w (XLOGP3) :	5.64
Log Po/w (WLOGP) :	4.5
Log Po/w (MLOGP) :	1.26
Log Po/w (SILICOS-IT) :	5.29
Consensus Log Po/w :	4.09

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-6.1
Solubility :	0.00038 mg/ml ; 0.000000793 mol/l
Class :	Poorly soluble
Log S (Ali) :	-9.57
Solubility :	0.000000128 mg/ml ; 0.0000000003 mol/l
Class :	Poorly soluble
Log S (SILICOS-IT) :	-5.49
Solubility :	0.00156 mg/ml ; 0.00000327 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	3.0 alert
Leadlikeness :	3.0
Synthetic accessibility :	4.07

Safety of [ 89604-92-2 ]

Signal Word:	Danger	Class:	4.1
Precautionary Statements:	P261-P210-P264-P280-P370+P378-P302+P352+P312	UN#:	1325
Hazard Statements:	H302+H312+H332-H315-H319-H228	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 89604-92-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 89604-92-2 ]
Downstream synthetic route of [ 89604-92-2 ]

[ 89604-92-2 ] Synthesis Path-Upstream 1~2

1
[ 120-78-5 ]
[ 86299-47-0 ]
[ 89604-92-2 ]

Yield	Reaction Conditions	Operation in experiment
92.6%	Stage #1: With pyridine; triethylamine In acetonitrile at 21 - 30℃; for 0.833333 h; Stage #2: With triethyl phosphite In acetonitrile at 21℃; for 5.5 h;	At 21 ° C,35g cefotaxime side chain acid and 48gDMWas added to a mixture of dichloro and acetonitrile (the mass of the mixture was 250 g and the density was 1.0 g / cm 3)After stirring for 10 min,1.0 mL of pyridine was added,At 22 ° C, triethylamine (8.0 mL)After the addition was completed, the temperature was raised to 30 ° C., the reaction was incubated for 50 minutes, cooled,28 ml of triethyl phosphite was added dropwise at 21 ° C,Drop when the process of sharing 2.5h,After the addition was completed, the reaction was incubated at 21 ± 1 ° C for 3.0 h,Then cooled to 3 incubated reaction 30min, suction filtration,And dried at 60 to ceftazidime side chain acid active ester, the yield was 92.6percentThe content is 99.3percent.

Reference： [1] Patent: CN106699683, 2017, A, . Location in patent: Paragraph 0028-0033

2
[ 120-78-5 ]
[ 86299-47-0 ]
[ 89604-92-2 ]
[ 149-30-4 ]

Reference： [1] Research on Chemical Intermediates, 2013, vol. 39, # 2, p. 615 - 620

[ 89604-92-2 ] Synthesis Path-Downstream 1~16

1
[ 89604-92-2 ]
C₃₁H₄₃F₃N₅O₆SSi₂⁽¹⁺⁾*I^(1-) [ No CAS ]
C₄₄H₆₀F₃N₈O₁₀S₂Si₂⁽¹⁺⁾*I^(1-) [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1991,vol. 34,p. 669 - 675

2
[ 89604-92-2 ]
[ 135327-68-3 ]
C₃₉H₄₃FN₈O₁₂S₂ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1991,vol. 34,p. 2857 - 2864

3
[ 89604-92-2 ]
(6R-trans)-7-amino-3-<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>methyl>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid trifluoroacetic acid salt [ No CAS ]
6R-<6α,7β(Z)>-7-<<<(2-amino-4-thiazolyl)<<(1,1-dimethylethoxy)carbonyl>-1-methylethoxy>imino>acetyl>amino>-3-<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>methyl>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-ca... [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 400 - 407

4
[ 89604-92-2 ]
[ 127142-88-5 ]

Reference： [1]Journal of Medicinal Chemistry,1991,vol. 34,p. 2857 - 2864

5
[ 89604-92-2 ]
[ 127142-81-8 ]

Reference： [1]Journal of Medicinal Chemistry,1991,vol. 34,p. 669 - 675

6
1-[[(6R,7R)-7-amino-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-3-yl]methylpyridinium hydroxide [ No CAS ]
[ 89604-92-2 ]
1-[[(6R,7R)-7-[(Z)-(2-amino-4-thiazolyl)-2-[[1-(t-butoxycarbonyl)-1-methylethoxy]imino]-acetamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]pyridinium hydroxide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In methanol; dichloromethane; water; acetone;	EXAMPLE 10 3.64 g of 1-[[(6R,7R)-7-amino-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-3-yl]methylpyridinium hydroxide internal salt dihydrochloride are dissolved in 250 ml of methanol. 5.74 g of S-(2-benzothiazolyl)-2-amino-alpha-[(Z)-[1-(t-butoxycarbonyl)-1-methylethoxy]-imino]-4-thiazole-thioacetate and 150 ml of methylene chloride are now added thereto and the mixture is stirred at 20°-25° for 2 hours. The yellow solution obtained is evaporated in a water-jet vacuum at 30° and the residue is triturated with 100 ml of acetone. The solid is filtered off under suction, washed with acetone and dried in a vacuum at 25°. The material obtained (5.6 g of a beige amorphous solid) is partitioned between 50 ml of water and 50 ml of methylene chloride. The aqueous phase is separated, washed twice with methylene chloride and lyophilized overnight in a high vacuum. There are obtained 4.2 g (62.2percent) of 1-[[(6R,7R)-7-[(Z)-(2-amino-4-thiazolyl)-2-[[1-(t-butoxycarbonyl)-1-methylethoxy]imino]-acetamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]pyridinium hydroxide internal salt dihydrochloride as a beige lyophilizate (C26 H30 N6 O7 S2.2HCl; MW: 675.603).

Reference： [1]Patent: US5359057,1994,A

7
[ 80082-65-1 ]
[ 89604-92-2 ]
[ 330944-50-8 ]

Yield	Reaction Conditions	Operation in experiment
		To a suspension of Azetidine of formula III (25 g) in mixture of aq.acetone or aq.THF, triethylamine (29 mL) was added. To the reaction mass, TAEM of formula (IV) (75 g) was added and the reaction mass was stirred at 150C -2O0C till completion of reaction. After completion of reaction was added a mixture of ethyl acetate and water (1 :1) and pH adjusted to 5.0. The by products obtained were removed, and layers separated. Organic layer was again extracted with water. The pH of the aqueous layer was acidified to 2.0 with dil. HCl at 00C -50C. The solid obtained was filtered, washed with water and dried under vacuum at 4O0C to yield title compound in pure form (48 g)
		5.4 g Azetidin is dissolved in 20 ml acetonitrile (or dimethyl formamide) with the assistance of 5 ml of triethylamine at room temperature. The solution is cooled to [0C.] A solution of 4 g TAEM in 25 ml THF is added with magnetic stirring. If the color disappears, 8 g TAEM in 50 ml THF is added. After 10 minutes, another 4.1 g TAEM in 25 ml THF is added. The solution is stirred at [0C] for an additional hour. The pH is adjusted to about 4-5 with a freshly prepared TFA solution (TFA-THF 1: 4, [V/V).] Being careful not to evaporate the acetonitrile, the THF is evaporated (weight loss is about 90 g) at30C under vacuum. The remaining residue is diluted with 200 ml ethylacetate and then extracted with 100 ml and then 50 ml of distilled water. The aqueous extracts are combined and washed twice with 50 ml ethylacetate after readjustment of the pH to about 4-5. The dissolved ethylacetate is removed from the aqueous phase by vacuum at [30 C.] 10-15 g [KC1] (or NaCl) is dissolved. The solution is acidified with [HC1] solution (cc. [HCL-DISTILLED] water 1: 4, [V/V)] with stirring (approx. 10 ml). The solution is cooled to [0 C] with slow stirring and crystallization occurs. The resulting suspension is refrigerated overnight (at about [5 C).] The suspension is filtered on a glass filter, and the crystals are washed with chilled water. The washed crystals are dried at room temperature. The product, Aztreonam t-butyl ester, is about 12.5-13 g white solid, which is sufficiently pure for the next step.
		65 g Azetidine is dissolved in a mixture of 240 ml acetonitrile and 60 ml triethylamine. When dissolution is complete, TAEM is added in four portions. The suspension is stirred for 20-30 min, then diluted with 500 ml EtOAc and 500 ml water and stirred for [5-10 MIN.] The pH of the emulsion is set to 5 with 2.4 M [HC1] solution. After the phases separate, the pH of the aqueous phase is checked. If the pH is between 4.20 and 5.30, the two phases are filtered and separated, otherwise more [HC1] is added. The upper phase is diluted with 900 ml ethylacetate and extracted with 2 x 500 ml water (faster phase separation). The combined aqueous phase is diluted with 500 ml water and washed with 2 x 500 ml ethylacetate. The dissolved ethylacetate is removed from the aqueous phase by vacuum. The aqueous phase is acidified further to pH 2 with 2.4 M [HC1] solution. The solution is stirred and cooled. Crystallization starts soon. The suspension is stirred and cooled to [0 C,] stirring at this temperature overnight. The suspension is filtered, washed with chilled water, dried at 38 [C] in air-circulated oven for 3 h. The yield is approx. 116-120 g of Aztreonam t-butyl ester.

Reference： [1]Patent: WO2007/83187,2007,A2 .Location in patent: Page/Page column 12
[2]Patent: WO2004/13133,2004,A1 .Location in patent: Page 7-8
[3]Patent: WO2004/13133,2004,A1 .Location in patent: Page 8

8
[ 89604-92-2 ]
[ 100988-63-4 ]
[ 102772-66-7 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In methanol; dichloromethane; at 0℃; for 24h;	19.1 g of 2-(2-amino-4-thiazolyl)-(Z)-2-[(l-tert.butoxycarbonyl-l- methylethoxy)imino]thioacetic acid-S-benzothiazol-2-yl-ester, 14.6 g of (6R,7R)-7-amino-3-(l-pyridiniummethyl)-3-cephem-4-carboxylic acid iodide, monohydrate and 5.6 ml of triethylamine were stirred for 24 hours at 0 C in a mixture of 142.5 ml of dichloromethane and 7.5 ml of methanol. The solid substance was filtered off, washed with dichloromethane and vacuum-dried at room temperature. 16.0 g of the title compound were obtained in crystalline form. This compound was optionally stirred with acetone followed by filtration yield to get pure (6R,7R)-7-[[2-(2-amino-4-thiazolyl)-(Z)-2-(tert.butoxycarbonyl-l- methylethoxy)imino]acetamido]-3-(l-pyridiniummethyl)-3-cephem-4- carboxylate. This compound thus obtained was treated with HCL in formic acid at 25 C for two hrs. After the completion of the reaction, ethyl acetate was added to the reaction mass and the layers were separated. The aqueous layer was treated with Amberlite resin to adjust the pH to 4.0. The product was filtered, slurry washed with acetone and dried to get Ceftazidime pentahydrate in pure form.

Reference： [1]Patent: WO2008/41100,2008,A1 .Location in patent: Page/Page column 12-13

9
[ 120-78-5 ]
[ 86299-47-0 ]
[ 89604-92-2 ]
[ 149-30-4 ]

Reference： [1]Research on Chemical Intermediates,2013,vol. 39,p. 615 - 620

10
C₅H₈F₂N₂O₅S [ No CAS ]
[ 89604-92-2 ]
C₁₈H₂₅F₂N₅O₉S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
5%		[00322] A 10-mL round bottom flask equipped with a stir bar was charged with core (25 mg, 0.101 mmol, 1 equiv), followed by wet tetrahydrofuran (0.400 mL). The reaction vessel was placed in an ice water cooling bath. Triethylamine (0.42 mL, 0.305 mmol, 3 equiv) was added and the cooling bath was removed after 5 minutes. The vessel continued to stir at 23 °C as (Z)-iert-butyl 2-(((l-(2-aminothiazol-4-yl)-2-(benzo[d]thiazol-2-ylthio)-2- oxoethylidene)amino)oxy)-2-methylpropanoate (73 mg, 0.152 mmol, 1.5 equiv) was added portion- wise. Reaction progress was monitored by the consumption of the core by LC-MS analysis of aliquots removed from the reaction mixture. After 2.5 h, ethyl acetate (10 mL) and water (10 mL) were added and the layers were separated. The organic layer was washed with 0.5 M aqueous hydrochloric acid solution (2 x 10 mL) and the aqueous extracts were combined and concentrated with no additional heating on the rotovap bath. The crude material was purified via HPLC (Agilent Extend-C18, 90: 10?70:30 water-acetonitrile + 0.1percent formic acid, then 100percent acetonitrile +0.1percent formic acid) to provide the coupled product (3 mg, 5percent) as an off-white solid. 1H NMR (600 MHz, CD3OD), delta: 7.14 (s, 1H), 5.33 (s, 5.00-4.83 (m, 4H), 1.60 (s, 3H), 1.59 (s, 3H), 1.47 (s, 9H). HRMS (ESI): Calcd for (C18H25F2N5O9S2 - H)": 556.0989; Found: 556.0985.

Reference： [1]Patent: WO2015/103583,2015,A1 .Location in patent: Paragraph 00322

11
[ 80082-65-1 ]
[ 89604-92-2 ]
[ 78110-38-0 ]

Yield	Reaction Conditions	Operation in experiment
86.9%		A reaction flask was added the primary ring aztreonam (5.0g, 27.8mmol), acetonitrile (30 mL), was slowly added dropwise with stirring pyridine (2.7mL, 33.2mmol), the reaction was stirred until complete dissolution, cooled to -5 deg.] C, was added dropwise the side chain active ester compound (13.3g, 27.8mmol) in 60mL acetonitrile. after completion of the dropwise addition, the reaction was kept 4h, after completion of the reaction with dichloromethane (100mL) and 2% formic acid (about 100mL ), neutralized to pH 6.0, filtered, the organic layer was washed with stratification, washed with water (70mL × 3), the combined aqueous layer and washings using 20% nitric acid solution adjusted to pH 1, was slowly heated to about 35 , reaction heat 2h, active carbon was added 0.5h, filtered and the filtrate was cooled to 0 deg.] C, stirring the precipitated solid was filtered, washed with water, 40 deg.] C and dried in vacuo to give 11.0 g of crude aztreonam, 93.2% yield, 98.9% purity. To the reaction flask was added 10.7g aztreonam crude product (purity 98.9%) and 40ml of distilled water, and stirred to cool under a 71/92 0 saturated aqueous sodium carbonate until the solution is clear, was added dropwise hydrochloric acid (1M), and a white precipitate.Suction filtered and the filter cake was dried in vacuo 35 .The above solid was added absolute ethanol (700mL) and heated to 60 dissolved, heating was stopped, cooled with stirring, suction filtered, the filter cake was dried in vacuo at 35 , aztreonam give beta-type compound. Give a white solid 9.3g, 86.9% yield, 99.9% purity.

Reference： [1]Patent: CN103570707,2016,B .Location in patent: Paragraph 0029

12
[ 120-78-5 ]
[ 86299-47-0 ]
[ 89604-92-2 ]

Yield	Reaction Conditions	Operation in experiment
92.6%		At 21 ° C,35g cefotaxime side chain acid and 48gDMWas added to a mixture of dichloro and acetonitrile (the mass of the mixture was 250 g and the density was 1.0 g / cm 3)After stirring for 10 min,1.0 mL of pyridine was added,At 22 ° C, triethylamine (8.0 mL)After the addition was completed, the temperature was raised to 30 ° C., the reaction was incubated for 50 minutes, cooled,28 ml of triethyl phosphite was added dropwise at 21 ° C,Drop when the process of sharing 2.5h,After the addition was completed, the reaction was incubated at 21 ± 1 ° C for 3.0 h,Then cooled to 3 incubated reaction 30min, suction filtration,And dried at 60 to ceftazidime side chain acid active ester, the yield was 92.6percentThe content is 99.3percent.

Reference： [1]Patent: CN106699683,2017,A .Location in patent: Paragraph 0028-0033

13
[ 120-78-5 ]
[ 86299-47-0 ]
[ 89604-92-2 ]

Yield	Reaction Conditions	Operation in experiment
98.5%	With pyridine; N,N-dimethyl-aniline; triethyl phosphite; In acetonitrile; benzene; at 18 - 25℃; for 0.5h;Microwave irradiation; Green chemistry;	33.1 g of (Z)-2-Amino-alpha-[1-(tert-butoxycarbonyl)]-1-methylethoxyimino-4-thiazolacetic acid(or may be side chain acid )and 41.8 g of DM were added to a 350 ml benzene-acetonitrile mother liquor at 22° C, then 4 ml of pyridine and 0.4 ml of N,N-dimethylaniline were added, the temperature was lowered to 18° C and 23 ml of Triethylphosphitewas added dropwise. The drop wise addition time was 1h40min. Using a microwave reactor, the microwave temperature was adjusted to 25° C, the microwave radiation power was 200 W, and the irradiation time was 30 min. temperature was cool down below 10°C, and subjected suction filtration to obtain crude product. The crude product was bubble-washed for 1 h in 150 ml of methanol at 23.5° Cto obtain the purified active ester, with a yield of 98.5percent and a purity of 99.1percent.

Reference： [1]Patent: CN107513047,2017,A .Location in patent: Paragraph 0031-00332

14
1-((7-ammonio-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)methyl)pyridin-1-ium chloride [ No CAS ]
[ 89604-92-2 ]
[ 102772-66-7 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In chloroform; tert-butyl alcohol; at 0 - 10℃;pH 7-9;	520 ml of chloroform was added to a clean and dry four-neck reaction flask, 30 ml of t-butanol was added, and the temperature was lowered to 0-5 C.Add 7-APCA 70g, pyridine active ester 105g, control the temperature to add triethylamine,Adjust the pH to 7.0-9.0. The temperature is controlled at 0-10 C for 20-24 hours. After the reaction,150 ml of pure water was added, stirred for 1-2 hours, and chloroform was separated.Isopropanol precipitation in the drug solutionThe ceftazidime tert-butyl ester was stirred and crystallized at 0-10 C for 2 hours. Filter by suction and wash with isopropyl alcohol.After drying, ceftazidime tert-butyl ester was dried.Weight yield: 145%, purity 98.9%,

Reference： [1]Patent: CN109912625,2019,A .Location in patent: Paragraph 0041-0043; 0050-0052; 0059-0061

15
(6R,7R)-7-amino-8-oxo-3-((quinolin-8-ylthio)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid [ No CAS ]
[ 89604-92-2 ]
(6R,7R)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(((2-carboxypropan-2-yl)oxy)imino)acetamido)-8-oxo-3-((quinolin-8-ylthio)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 2 h / 0 - 20 °C 2: trifluoroacetic acid / dichloromethane / 2 h / 0 °C

Reference： [1]Current Patent Assignee: LEIDEN UNIVERSITY - WO2020/204715, 2020, A1

16
(6R,7R)-7-amino-8-oxo-3-((quinolin-8-ylthio)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid [ No CAS ]
[ 89604-92-2 ]
(6R,7R)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(((1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)acetamido)-8-oxo-3-((quinolin-8-ylthio)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
43%	With triethylamine In dichloromethane at 0 - 20℃; for 2h;	13 Intermediate 13c: (6R,7R)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(((1-(tert-butoxy)-2- methyl-1-oxopropan-2-yl)oxy)imino)acetamido)-8-oxo-3-((quinolin-8-ylthio)methyl)-5-thia-1- azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Intermediate 13a (87 g, 0.23 mmol, 1 eq) was suspended in DCM (4 mL ) and cooled to 0°C before triethylamine (69 mL , 0.5 mmol, 2.2 eq) was added. The solution was warmed to room temperature before intermediate 11 b (154 mg, 0.322 mmol, 1.4 eq) was added and the mixture was stirred for 2 hours at room temperature. The solvent was evaporated under reduced pressure and the crude product was purified by preparative HPLC yielding 68 mg (43%) of an off-white powder. 1 H NMR (400 MHz, DMSO-d6 ) d 9.47 (d, J = 8.4 Hz, 1 H), 8.89 (dd, J = 4.2, 1.7 Hz, 1 H), 8.40 (dd, J = 8.3, 1.7 Hz, 1 H), 7.78 (dd, J = 8.2, 1.3 Hz, 1 H), 7.67 - 7.58 (m, 2H), 7.54 (t, J = 7.7 Hz, 1 H), 6.77 (s, 1 H), 5.79 (dd, J = 8.3, 4.8 Hz, 1 H), 5.17 (d, J = 4.8 Hz, 1 H), 4.33 (d, J = 12.4 Hz, 1 H), 4.09 (d, J = 12.4 Hz, 1 H), 3.78 (d, J = 17.9 Hz, 1 H), 3.59 (d, J = 17.9 Hz, 1 H), 1.44 (s, 3H), 1.42 (s, 3H), 1.38 (s, 9H).

Reference： [1]Current Patent Assignee: LEIDEN UNIVERSITY - WO2020/204715, 2020, A1 Location in patent: Paragraph 00160; 00163

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P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 89604-92-2 ] {[proInfo.proName]}

Quality Control of [ 89604-92-2 ]

Related Doc. of [ 89604-92-2 ]

Product Details of [ 89604-92-2 ]

Calculated chemistry of [ 89604-92-2 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 89604-92-2 ]

Application In Synthesis of [ 89604-92-2 ]

[ 89604-92-2 ] Synthesis Path-Upstream 1~2

[ 89604-92-2 ] Synthesis Path-Downstream 1~16

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry