[ CAS No. 1202033-19-9 ] {[proInfo.proName]}

Name: 1202033-19-9|(2S,2'S,3S,3'S)-3,3'-Di-tert-butyl-4,4'-dimethoxy-2,2',3,3'-tetrahydro-2,2'-bibenzo[d][1,3]oxaphosphole|97%
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SKU: A1149371
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(2S,2'S,3S,3'S)-3,3'-Di-tert-butyl-4,4'-dimethoxy-2,2',3,3'-tetrahydro-2,2'-bibenzo[d][1,3]oxaphosphole/ Sold under license from Zejun for research purposes ,{[proInfo.pro_purity]}

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2D 3D

Structure of 1202033-19-9 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 1202033-19-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1202033-19-9 ]

SDS Specification

Alternatived Products of [ 1202033-19-9 ]

Product Details of [ 1202033-19-9 ]

CAS No. :	1202033-19-9	MDL No. :	MFCD31707600
Formula :	C₂₄H₃₂O₄P₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	446.46	Pubchem ID :	-
Synonyms :

Calculated chemistry of [ 1202033-19-9 ]

Physicochemical Properties

Num. heavy atoms :	30
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.5
Num. rotatable bonds :	5
Num. H-bond acceptors :	4.0
Num. H-bond donors :	0.0
Molar Refractivity :	128.38
TPSA :	64.1 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.84 cm/s

Lipophilicity

Log Po/w (iLOGP) :	4.57
Log Po/w (XLOGP3) :	4.49
Log Po/w (WLOGP) :	5.65
Log Po/w (MLOGP) :	3.68
Log Po/w (SILICOS-IT) :	6.88
Consensus Log Po/w :	5.05

Druglikeness

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

Water Solubility

Log S (ESOL) :	-5.4
Solubility :	0.00177 mg/ml ; 0.00000396 mol/l
Class :	Moderately soluble
Log S (Ali) :	-5.56
Solubility :	0.00124 mg/ml ; 0.00000278 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-7.25
Solubility :	0.0000249 mg/ml ; 0.0000000557 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	5.98

Safety of [ 1202033-19-9 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338	UN#:
Hazard Statements:	H302-H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1202033-19-9 ]

* 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.

Downstream synthetic route of [ 1202033-19-9 ]

[ 1202033-19-9 ] Synthesis Path-Downstream 1~10

1
[ 1202033-11-1 ]
[ 1202033-19-9 ]

Yield	Reaction Conditions	Operation in experiment
75%	With trichlorosilane; triethylamine In toluene at 80℃; for 12h; Inert atmosphere;
75%	With trichlorosilane; triethylamine In toluene at 80℃; for 12h;	11 To a solution of 7b (100 mg, 0.209 mmol) and triethylamine (422 mg, 4.18 mmol, 20 equiv) in toluene (10 mL) was addedtrichlorosilane (283 mg, 2.09 mmol, 10 equiv). The mixture was heated to 80°C for 12 h, then cooled to 0°C and quenched with addition of degassed 30% NaOH solution (5 mL) over 5 min. The mixture was further stirred at 60°C for about 1 h until the two layers became clear. The toluene layer was separated under N2 and the aqueous layer was further extracted with toluene twice (5 mL X 2). The combined toluene solution was dried over sodium sulfate, concentrated under N2, and purified by passing through a neutral alumina plug (eluent: hexanes/ether 5/1) to provide 8b (70 mg, 0.157 mmol, 75%) as a white solid. 1HNMR (500 MHz, CD2C12): δ= 7.22 (t, / = 8.2 Hz, 2H), 6.50 (d, / = 8.2 Hz, 2H), 6.48 (m, 2H), 4.93 (t, / = 3.0 Hz, 2H), 3.83 (s, 6H), 0.98 (d, / = 12.7 Hz, 18H); 31PNMR (202 MHz, CD2C12): S= -5.3; 13CNMR (125 MHz, CD2C12): S= 165.4, 162.3 (t, / = 6.2 Hz), 132.8, 110.0 (t, / = 5.9 Hz), 104.9, 103.3, 86.3 (m), 55.9, 32.6 (m), 27.7 (t, 7 = 7.3 Hz).

Reference： [1]Tang, Wenjun; Qu, Bo; Capacci, Andrew G.; Rodriguez, Sonia; Wei, Xudong; Haddad, Nizar; Narayanan, Bikashandarkoil; Ma, Shengli; Grinberg, Nelu; Yee, Nathan K.; Krishnamurthy, Dhileep; Senanayake, Chris H. [Organic Letters, 2010, vol. 12, # 1, p. 176 - 179]
[2]Current Patent Assignee: C.H. Boehringer Sohn AG & Co. KG - WO2011/56737, 2011, A1 Location in patent: Page/Page column 31-32

2
[ 151-10-0 ]
[ 1202033-19-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 8 steps 1.1: n-butyllithium / tetrahydrofuran / 1.5 h / 0 °C 1.2: 1.5 h / 25 °C 1.3: 0.67 h / 0 - 25 °C 2.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / hexane; tetrahydrofuran / 1.17 h / -78 °C 2.2: 1.5 h / -78 - 25 °C 3.1: boron tribromide / 1,2-dichloro-ethane / 2.5 h / 0 - 60 °C 3.2: 2 h / 60 °C 4.1: triethylamine / dichloromethane / 2.58 h / 0 - 25 °C 5.1: potassium hydroxide; water / ethanol / 2 h / 25 °C 5.2: 0 °C / pH 4 6.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 25 °C 7.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C 7.2: 2 h / -78 - 25 °C 8.1: triethylamine; trichlorosilane / toluene / 12 h / 80 °C

Reference： [1]Current Patent Assignee: C.H. Boehringer Sohn AG & Co. KG - WO2011/56737, 2011, A1

3
bis(norbornadiene)rhodium(l)tetrafluoroborate [ No CAS ]
[ 1202033-19-9 ]
Rh[(2S,2'S,3S,3'S)-MeO-BIBOP(nbd)]BF₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	In tetrahydrofuran at 0 - 25℃; for 0.5h;	12 To a mixture of Rh(NBD)2BF4 (37.7 mg, 0.10 mmol, 0.9 equiv) in THF (0.1 mL) at 0°C was added a solution of 8b (50 mg, 0.11 mmol, 1.0 equiv) in THF (0.5 mL). The mixture was stirred at 25 °C for 0.5 h before ether (10 mL) was added. After stirred at 25 °C for 10 min, the mixture was filtered under N2 to provide 9b (60 mg, 0.082 mmol, 73%) as a red solid. 1HNMR (400 MHz, CD2C12): δ= 7.49 (t, / = 8.2 Hz, 2H), 6.74 (dd, J = 1.6, 3.4 Hz, 2H), 6.66 (d, / = 8.0 Hz, 2H), 6.31 (br s, 2H), 6.07 (br s, 2H), 5.36 (m, 2H), 4.24 (br s, 2H), 4.04 (s, 6H), 1.96 (br s, 2H), 1.04 (d, / = 16.0 Hz, 18H); 31PNMR (162 MHz, CD2C12): S= 84.0 (dd, / = 155.2, 4.9 Hz); ESI-MS: m/z 557 [M-BF4"]+; 13CNMR (100 MHz, CD2C12): S= 162.1 ', 161.3 (t, / = 3.0 Hz), 136.1, 106.5, 105.4 (t, / = 2.0 Hz), 103.7 (m), 91.7 (dd, / = 11.2, 5.0 Hz), 89.3 (dd, / = 10.2, 4.6 Hz), 88.9 (td, 7 =23.3, 3.2 Hz), 72.6 (m), 56.4, 56.1, 37.3, 27.0 (t, / = 2.7 Hz).

Reference： [1]Current Patent Assignee: C.H. Boehringer Sohn AG & Co. KG - WO2011/56737, 2011, A1 Location in patent: Page/Page column 32

4
[ 1202032-93-6 ]
[ 1202033-19-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1.1: boron tribromide / 1,2-dichloro-ethane / 2.5 h / 0 - 60 °C 1.2: 2 h / 60 °C 2.1: triethylamine / dichloromethane / 2.58 h / 0 - 25 °C 3.1: potassium hydroxide; water / ethanol / 2 h / 25 °C 3.2: 0 °C / pH 4 4.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 25 °C 5.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C 5.2: 2 h / -78 - 25 °C 6.1: triethylamine; trichlorosilane / toluene / 12 h / 80 °C

Reference： [1]Current Patent Assignee: C.H. Boehringer Sohn AG & Co. KG - WO2011/56737, 2011, A1

5
[ 1202032-95-8 ]
[ 1202033-19-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: triethylamine / dichloromethane / 2.58 h / 0 - 25 °C 2.1: potassium hydroxide; water / ethanol / 2 h / 25 °C 2.2: 0 °C / pH 4 3.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 25 °C 4.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C 4.2: 2 h / -78 - 25 °C 5.1: triethylamine; trichlorosilane / toluene / 12 h / 80 °C

Reference： [1]Current Patent Assignee: C.H. Boehringer Sohn AG & Co. KG - WO2011/56737, 2011, A1

6
[ 1202032-97-0 ]
[ 1202033-19-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: potassium hydroxide; water / ethanol / 2 h / 25 °C 1.2: 0 °C / pH 4 2.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 25 °C 3.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C 3.2: 2 h / -78 - 25 °C 4.1: triethylamine; trichlorosilane / toluene / 12 h / 80 °C

Reference： [1]Current Patent Assignee: C.H. Boehringer Sohn AG & Co. KG - WO2011/56737, 2011, A1

7
[ 1202033-25-7 ]
[ 1202033-19-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 25 °C 2.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C 2.2: 2 h / -78 - 25 °C 3.1: triethylamine; trichlorosilane / toluene / 12 h / 80 °C

Reference： [1]Current Patent Assignee: C.H. Boehringer Sohn AG & Co. KG - WO2011/56737, 2011, A1

8
[ 1202033-03-1 ]
[ 1202033-19-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C 1.2: 2 h / -78 - 25 °C 2.1: triethylamine; trichlorosilane / toluene / 12 h / 80 °C

Reference： [1]Current Patent Assignee: C.H. Boehringer Sohn AG & Co. KG - WO2011/56737, 2011, A1

9
[ 1202032-91-4 ]
[ 1202033-19-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / hexane; tetrahydrofuran / 1.17 h / -78 °C 1.2: 1.5 h / -78 - 25 °C 2.1: boron tribromide / 1,2-dichloro-ethane / 2.5 h / 0 - 60 °C 2.2: 2 h / 60 °C 3.1: triethylamine / dichloromethane / 2.58 h / 0 - 25 °C 4.1: potassium hydroxide; water / ethanol / 2 h / 25 °C 4.2: 0 °C / pH 4 5.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 25 °C 6.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C 6.2: 2 h / -78 - 25 °C 7.1: triethylamine; trichlorosilane / toluene / 12 h / 80 °C

Reference： [1]Current Patent Assignee: C.H. Boehringer Sohn AG & Co. KG - WO2011/56737, 2011, A1

10
[ 52462-29-0 ]
[ 1202033-19-9 ]
RuCl2[(2S,2’S,3R,3’R)-MeO-bisdihydrobenzooxaphosphole](p-cymene) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
98%	In ethanol; dichloromethane at 50℃; for 0.5h; Inert atmosphere;

Reference： [1]Rodriguez, Sonia; Qu, Bo; Fandrick, Keith R.; Buono, Frederic; Haddad, Nizar; Xu, Yibo; Herbage, Melissa A.; Zeng, Xingzhong; Ma, Shengli; Grinberg, Nelu; Lee, Heewon; Han, Zhengxu S.; Yee, Nathan K.; Senanayake, Chris H. [Advanced Synthesis and Catalysis, 2014, vol. 356, # 2-3, p. 301 - 307]

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Similar Product of
[ 1202033-19-9 ]

A1149091[ 1228758-57-3 ]

(2R,2'R,3R,3'R)-3,3'-Bis(1,1-dimethylethyl)-2,2',3,3'-tetrahydro-4,4'-dimethoxy-2,2'-bi-1,3-benzoxaphosphole

Reason: Optical isomers

Ghs Precautionary Statements

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P221	Take any precaution to avoid mixing with combustibles
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Code	Phrase
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P321
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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.
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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.
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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. 1202033-19-9 ] {[proInfo.proName]}

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Physicochemical Properties

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Application In Synthesis of [ 1202033-19-9 ]

[ 1202033-19-9 ] Synthesis Path-Downstream 1~10

Similar Product of [ 1202033-19-9 ]

Precautionary Statements-General

Prevention

Response

Storage

Disposal

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