(5S,4R)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione

Base Information

• Chemical Name: (5S,4R)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione
• CAS No.: 91794-28-4
• Molecular Formula: C₁₀H₁₁NOS
• Molecular Weight: 193.269
• DSSTox Substance ID: DTXSID60428807
• Nikkaji Number: J686.254C
• Wikidata: Q82241640
• Mol file: 91794-28-4.mol

Synonyms:91794-28-4;(5S,4R)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione;(4R,5S)-4-METHYL-5-PHENYL-1,3-OXAZOLIDINE-2-THIONE;ST50825352;DTXSID60428807;AKOS024348842;4alpha-Methyl-5alpha-phenyloxazolidine-2-thione

Chemical Property of (5S,4R)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione

Chemical Property:

• Vapor Pressure: 0.00413mmHg at 25°C
• Melting Point: 90°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 193.05613515
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

(4R,5S)-(+)-4-METHYL-5-PHENYL-1,3-OXAZOLIDINE-2-THIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(OC(=S)N1)C2=CC=CC=C2
• Isomeric SMILES: C[C@@H]1[C@@H](OC(=S)N1)C2=CC=CC=C2

Technology Process of (5S,4R)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione

There total 7 articles about (5S,4R)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione 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: 99.2%

(4R,5S)-3-benzoyl-4-methyl-5-phenyl-1,3-oxazolidine-2-thione (104499-16-3) + N-butylamine (109-73-9,85404-21-3) → N-butylbenzamide (2782-40-3) + (4R,5S)-(+)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione (91794-28-4)

Guidance literature:

In dichloromethane; for 1.08333h; Ambient temperature;

Reference yield: 90.1%

piperidine (110-89-4) + (4R,5S)-3-propanoyl-4-methyl-5-phenyl-1,3-oxazolidine-2-thione (98290-53-0) → N-propionylpiperidine (14045-28-4) + (4R,5S)-(+)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione (91794-28-4)

Guidance literature:

In dichloromethane; for 0.416667h; Ambient temperature;

Reference yield: 87.0%

carbon disulfide (75-15-0,12122-00-8) + u-2-amino-1-phenylpropan-1-ol (14838-15-4,58550-13-3,757124-50-8) → cis-4-methyl-5-phenyl-1,3-oxazolidine-2-thione (59050-74-7,91794-28-4)

Guidance literature:

With sodium carbonate; In water; at 100 ℃; for 5h;

DOI:10.1021/jo00125a059

upstream raw materials:

carbon disulfide

u-2-amino-1-phenylpropan-1-ol

piperidine

(4R,5S)-3-propanoyl-4-methyl-5-phenyl-1,3-oxazolidine-2-thione

Downstream raw materials:

(1RS,2SR)-2-amino-1-phenyl-propane-1-thiol

1-phenyl-acetone

(+/-)-cis-4-methyl-5-phenyloxazolidin-2-one

(4R,5S)-3-crotonoyl-4-methyl-5-phenyl-1,3-oxazolidine-2-thione