[ CAS No. 4042-35-7 ] {[proInfo.proName]}

Name: 4042-35-7|(S)-4-Methyloxazolidin-2-one|98%
Brand: Ambeed
SKU: A791172
Price: 11.0 USD
Availability: InStock
Rating: 95 (28 reviews)

,{[proInfo.pro_purity]}

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

DV 2D 3D

3d Animation Molecule Structure of 4042-35-7

Structure of 4042-35-7 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 4042-35-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 4042-35-7 ]

SDS Specification

Alternatived Products of [ 4042-35-7 ]

Product Details of [ 4042-35-7 ]

CAS No. :	4042-35-7	MDL No. :	MFCD06656589
Formula :	C₄H₇NO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	VAJFEOKPKHIPEN-VKHMYHEASA-N
M.W :	101.10	Pubchem ID :	8063308
Synonyms :

Calculated chemistry of [ 4042-35-7 ]

Physicochemical Properties

Num. heavy atoms :	7
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.75
Num. rotatable bonds :	0
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	27.62
TPSA :	38.33 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.81 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.06
Log Po/w (XLOGP3) :	0.15
Log Po/w (WLOGP) :	-0.27
Log Po/w (MLOGP) :	-0.38
Log Po/w (SILICOS-IT) :	0.52
Consensus Log Po/w :	0.22

Druglikeness

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

Water Solubility

Log S (ESOL) :	-0.56
Solubility :	27.8 mg/ml ; 0.275 mol/l
Class :	Very soluble
Log S (Ali) :	-0.51
Solubility :	31.1 mg/ml ; 0.308 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.47
Solubility :	34.3 mg/ml ; 0.339 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.88

Safety of [ 4042-35-7 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 4042-35-7 ]

* 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 [ 4042-35-7 ]
Downstream synthetic route of [ 4042-35-7 ]

[ 4042-35-7 ] Synthesis Path-Upstream 1~11

1
[ 2749-11-3 ]
[ 124-38-9 ]
[ 4042-35-7 ]

Yield	Reaction Conditions	Operation in experiment
36%	With caesium carbonate In dimethylsulfoxide-d6 at 25 - 150℃; for 24 h; Autoclave	General procedure: To a DMSO-d₆ (1 mL) solution of cesium carbonate (33 mg, 0.1 mmol) in a Teflon tube was added (S)-1b (78 μL, 1 mmol). The Teflon tube containing the reaction mixture was fitted into a 30 mL autoclave. The autoclave was frozen with liquid nitrogen (–196 °C) prior to connecting to a vacuum line for air removal. After the mixture was evaporated under vacuum at –196 °C and warmed up to room temperature, CO₂ was filled into the autoclave (3 atm). The autoclave was stirred at 150 °C for 24 h. Upon completion, the reaction mixture was subjected to ¹H NMR for crude product yield determination, which calculated based on the ratio between product and internal standard (N,N-dimethylformamide). After that, DMSO-d₆ was removed through distillation under vacuum conditions; the syrupy product was then purified by column chromatography on silica gel (hexane/ethyl acetate 3:1) to give the product (S)-4-methyloxazolidin-2-one (S)-2b as colorless oil with an isolated yield of 36percent (36.4 mg, 0.36 mmol).

Reference： [1] Tetrahedron Letters, 2013, vol. 54, # 35, p. 4717 - 4720
[2] RSC Advances, 2014, vol. 4, # 92, p. 50851 - 50857

2
[ 530-62-1 ]
[ 4042-35-7 ]

Yield	Reaction Conditions	Operation in experiment
67%	With triethylamine In tetrahydrofuran at 20 - 60℃;	Triethylamine (0.94 mL, 6.65 mmol) was added dropwise to a solution of L- alaninol (500 mg, 6.65 mmol) and [1,] 1-carbonyldiimidazole (1.29 g, 7.98 mmol) in dry THF (10 mL) at rt, under argon atmosphere. The reaction mixture was stirred overnight at [60°C.] The solvent was removed by evaporation under reduced pressure. Purification of the residue by silica gel column chromatography, eluting with 6percent methanol in dichloromethane, afforded the desired compound (450 mg, 67percent). Rf = 0.39 [(MEOH/CH2CL2] 6: 94). 1H NMR [(CDC13)] [S] 6.74 (m, 1H), 4.45-4. 34 (m, 1H), 4.98-4. 77 (m, 2H), 1.17 (m, 3H).

Reference： [1] Patent: WO2004/808, 2003, A2, . Location in patent: Page 78

3
[ 79069-13-9 ]
[ 4042-35-7 ]

Reference： [1] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 10, p. 1116 - 1121
[2] Organic Letters, 2011, vol. 13, # 24, p. 6576 - 6579

4
[ 2749-11-3 ]
[ 32315-10-9 ]
[ 4042-35-7 ]

Reference： [1] Patent: WO2018/11160, 2018, A1, . Location in patent: Page/Page column 43

5
[ 2749-11-3 ]
[ 105-58-8 ]
[ 4042-35-7 ]

Reference： [1] Journal of the American Chemical Society, 1989, vol. 111, # 6, p. 2211 - 2217
[2] Journal of Molecular Catalysis A: Chemical, 2011, vol. 338, # 1-2, p. 33 - 43

6
[ 28875-17-4 ]
[ 4042-35-7 ]
[ 4042-43-7 ]

Reference： [1] Advanced Synthesis and Catalysis, 2010, vol. 352, # 1, p. 92 - 96

7
[ 54013-54-6 ]
[ 4042-35-7 ]

Reference： [1] Synlett, 2012, vol. 23, # 19, p. 2835 - 2839

8
[ 19213-72-0 ]
[ 2749-11-3 ]
[ 4042-35-7 ]

Reference： [1] Chemistry Letters, 2013, vol. 42, # 2, p. 109 - 111

9
[ 10065-72-2 ]
[ 105-58-8 ]
[ 4042-35-7 ]

Reference： [1] Tetrahedron Letters, 2005, vol. 46, # 33, p. 5547 - 5549

10
[ 2749-11-3 ]
[ 616-38-6 ]
[ 4042-35-7 ]

Reference： [1] Tetrahedron, 2010, vol. 66, # 13, p. 2439 - 2443

11
[ 28875-17-4 ]
[ 4042-35-7 ]
[ 4042-43-7 ]

Reference： [1] Advanced Synthesis and Catalysis, 2010, vol. 352, # 1, p. 92 - 96

[ 4042-35-7 ] Synthesis Path-Downstream 1~67

1
[ 368-39-8 ]
[ 4042-35-7 ]
[ 119109-53-4 ]

Reference： [1]Journal of the American Chemical Society,1989,vol. 111,p. 2211 - 2217

2
[ 2749-11-3 ]
[ 105-58-8 ]
[ 4042-35-7 ]

Reference： [1]Journal of the American Chemical Society,1989,vol. 111,p. 2211 - 2217
[2]Journal of Molecular Catalysis A: Chemical,2011,vol. 338,p. 33 - 43

3
(S)-4-Methyl-3-((R)-1-phenyl-ethyl)-oxazolidin-2-one [ No CAS ]
[ 4042-35-7 ]

Reference： [1]Tetrahedron Letters,1995,vol. 36,p. 8431 - 8434

4
[ 4042-35-7 ]
[ 920-46-7 ]
[ 148081-12-3 ]

Reference： [1]Journal of Organic Chemistry,1995,vol. 60,p. 6159 - 6167

5
[ 108-98-5 ]
[ 4042-35-7 ]
[ 122673-69-2 ]

Reference： [1]Tetrahedron,2001,vol. 57,p. 2115 - 2120

6
[ 98-56-6 ]
[ 4042-35-7 ]
(S)-4-Methyl-3-(4-trifluoromethyl-phenyl)-oxazolidin-2-one [ No CAS ]

Reference： [1]Organic Letters,2003,vol. 5,p. 2207 - 2210

7
[ 4042-35-7 ]
imidazole-1-carboxylic acid 10-(3-acetoxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-1-[2-(4-chloro-phenyl)-ethyl]-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,14-trioxo-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-8-yl ester [ No CAS ]
C₄₆H₆₈ClN₃O₁₄ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 1085 - 1097

8
[ 4042-35-7 ]
11-deoxy-11-[carboxy(3,4-dichlorophenethyl)amino]-3-O-(imidazole)carbamoyl-5-O-(2'-O-acetyl)desosaminyl-6-O-methylerythronolide A 11,12-(cyclic carbamate) [ No CAS ]
C₄₆H₆₇Cl₂N₃O₁₄ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 1085 - 1097

9
[ 4042-35-7 ]
C₄₅H₆₄ClFN₄O₁₂ [ No CAS ]
C₄₆H₆₇ClFN₃O₁₄ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 1085 - 1097

10
[ 4042-35-7 ]
(S)-4-methyl-N-chlorosulfonyl-oxazolidin-2-one [ No CAS ]

Reference： [1]Synthetic Communications,2004,vol. 34,p. 1653 - 1662
[2]Heteroatom Chemistry,2006,vol. 17,p. 61 - 65

11
(-)-(S)-2-(carbamoyl)propyl acetate [ No CAS ]
[ 4042-35-7 ]

Reference： [1]Tetrahedron Asymmetry,2004,vol. 15,p. 1331 - 1333

12
[ 79-03-8 ]
[ 4042-35-7 ]
[ 863685-09-0 ]

Reference： [1]Tetrahedron Letters,2005,vol. 46,p. 5547 - 5549

13
[ 10065-72-2 ]
[ 105-58-8 ]
[ 4042-35-7 ]

Reference： [1]Tetrahedron Letters,2005,vol. 46,p. 5547 - 5549

14
[ 4042-35-7 ]
(S)-4-methyl-N-chlorosulfonyl-oxazolidin-2-one [ No CAS ]
N,N'-sulfonyl-bis-[(4S)-methyl-oxazidin-2-one] [ No CAS ]

Reference： [1]Heteroatom Chemistry,2006,vol. 17,p. 61 - 65

15
[ 4042-35-7 ]
N,N'-sulfonyl-bis-[(4S)-methyl-oxazidin-2-one] [ No CAS ]

Reference： [1]Heteroatom Chemistry,2006,vol. 17,p. 61 - 65

16
L-alaninol [ No CAS ]
[ 530-62-1 ]
[ 4042-35-7 ]

Yield	Reaction Conditions	Operation in experiment
67%	With triethylamine; In tetrahydrofuran; at 20 - 60℃;	Triethylamine (0.94 mL, 6.65 mmol) was added dropwise to a solution of L- alaninol (500 mg, 6.65 mmol) and [1,] 1-carbonyldiimidazole (1.29 g, 7.98 mmol) in dry THF (10 mL) at rt, under argon atmosphere. The reaction mixture was stirred overnight at [60C.] The solvent was removed by evaporation under reduced pressure. Purification of the residue by silica gel column chromatography, eluting with 6% methanol in dichloromethane, afforded the desired compound (450 mg, 67%). Rf = 0.39 [(MEOH/CH2CL2] 6: 94). 1H NMR [(CDC13)] [S] 6.74 (m, 1H), 4.45-4. 34 (m, 1H), 4.98-4. 77 (m, 2H), 1.17 (m, 3H).

Reference： [1]Patent: WO2004/808,2003,A2 .Location in patent: Page 78

Yield	Reaction Conditions	Operation in experiment
		F. (4S)-(+)-4-Methyl-2-oxazolidinone 3.2 g (42.5 mmol) of 2S)-(+)-2-amino-1-propanol are dissolved in 5.6 g (47 mmol) of diethyl carbonate, 600 mg (4.3 mmol) of K2 CO3 are added, and the EtOH is removed by distillation via a column. Distillation (bath temperature: 160 C. at 0.1 mmHg) gives colorless crystals. Yield: 2.60 g (25.5 mmol) =60%, m.p.: 66 C. [alpha]D23 =+7.8 (c=3.63; CHCl3) IR: 3460, 3270 (NH); 1755 (C=O); 1460; 1040; 945 STR11

18
[ 4042-35-7 ]
[ 102-92-1 ]
[ 1020737-10-3 ]

Reference： [1]Journal of Organic Chemistry,2008,vol. 73,p. 3218 - 3227

19
[ 532-20-7 ]
[ 4042-35-7 ]
C₉H₁₅NO₆ [ No CAS ]