(4S,5S)-4-Benzyl-2-oxooxazolidine-5-carboxylic acid

Base Information

• Chemical Name: (4S,5S)-4-Benzyl-2-oxooxazolidine-5-carboxylic acid
• CAS No.: 147976-18-9
• Molecular Formula: C11H11NO4
• Molecular Weight: 221.213
• European Community (EC) Number: 604-614-5
• DSSTox Substance ID: DTXSID401188798
• Nikkaji Number: J2.192.305B
• Mol file: 147976-18-9.mol

Synonyms:SCHEMBL7838610;FBUUHKVPEQLWKF-IUCAKERBSA-N;DTXSID401188798;147976-18-9;(4S,5S)-4-Benzyl-2-oxooxazolidine-5-carboxylic acid;(4S,5S)-4-benzyl-oxazolidin-2-one-5-carboxylic acid;(4S,5S)-2-Oxo-4-(phenylmethyl)-5-oxazolidinecarboxylic acid

Chemical Property of (4S,5S)-4-Benzyl-2-oxooxazolidine-5-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.37E-12mmHg at 25°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 221.06880783
• Heavy Atom Count: 16
• Complexity: 286

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2C(OC(=O)N2)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)C[C@H]2[C@H](OC(=O)N2)C(=O)O

Technology Process of (4S,5S)-4-Benzyl-2-oxooxazolidine-5-carboxylic acid

There total 16 articles about (4S,5S)-4-Benzyl-2-oxooxazolidine-5-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

(4S,5S)-5-hydroxymethyl-4-phenylmethyloxazolidinone (147976-16-7) → (4S,5S)-4-benzyl-2-oxo-oxazolidine-5-carboxylic acid (147976-18-9)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 2.5h;

Reference yield: 53.0%

(4S,5S)-5-(4'-tolylthiocarbonyl)-4-benzyloxazolidin-2-one (176755-58-1) → (4S,5S)-4-benzyl-2-oxo-oxazolidine-5-carboxylic acid (147976-18-9)

Guidance literature:

With water; In dichloromethane; acetone; at 0 ℃;

DOI:10.1055/s-2002-34851

Reference yield:

3-(ethoxycarbonyl)amino-2-hydroxy-4-phenylbutyric acid → (4S,5S)-4-benzyl-2-oxo-oxazolidine-5-carboxylic acid (147976-18-9)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In water;

upstream raw materials:

(4S,5S)-5-hydroxymethyl-4-phenylmethyloxazolidinone

methyl chloroformate

(2S,3S)-2-hydroxy-3-phthalimido-4-phenylbutyronitrile

(4S,5S)-5-(4'-tolylthiocarbonyl)-4-benzyloxazolidin-2-one

Downstream raw materials:

(4S,5S)-5-hydroxymethyl-4-phenylmethyloxazolidinone

(4S,5S)-4-benzyl-2-oxo-oxazolidine-5-carboxylic acid methyl ether

4-Nitro-benzenesulfonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl ester

2-<3(S)-<amino>-2(R)-hydroxy-4-phenylbutyl>-N-tert-butyldecahydro-(4aS,8aS)-isoquinoline-3(S)-carboxamide