(R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl butyrate

Base Information

• Chemical Name: (R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl butyrate
• CAS No.: 121373-23-7
• Molecular Formula: C₁₅H₁₉NO₄S
• Molecular Weight: 309.386
• Mol file: 121373-23-7.mol

Synonyms:(R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl butyrate

Chemical Property of (R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl butyrate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl butyrate

There total 1 articles about (R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl butyrate 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: 100.0%

4-(methylthio)phenyl isocyanate (1632-84-4) + (R)-glycidyl butyrate (60456-26-0) → (R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl butyrate (121373-23-7)

Guidance literature:

With Tributylphosphine oxide; lithium bromide; In xylene; for 2h; Heating;

DOI:10.1021/jm00128a003

Reference yield: 100.0%

(R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl butyrate (121373-23-7) → 5(R)-hydroxymethyl-3-(4-methylthiophenyl)oxazolidin-2-one (82796-40-5)

Guidance literature:

With sodium methylate; In methanol; for 2h; Ambient temperature;

DOI:10.1021/jm00128a003

Reference yield:

(R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl butyrate (121373-23-7) → (S)-N-<<3-<4(S)-(methylsulfinyl)phenyl>-2-oxo-5-oxazolidinyl>methyl>acetamide (96800-41-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / sodium methoxide / methanol / 2 h / Ambient temperature

2: 74 percent / pyridine / 15 °C

3: 93 percent / 18-crown-6, sodium azide / dimethylformamide / 5 h / 70 °C

4: 60 percent / Et₃N, propane-1,3-dithiol / 1) 40 deg C, 1 h, 2) 50 deg C, 1 h, 3) r.t., 18 h

5: 84 percent / NaOH / H₂O; tetrahydrofuran / 0 - 5 °C

6: 35 percent / 85percent m-chloroperbenzoic acid / CH₂Cl₂ / 0.5 h / -30 °C

With pyridine; 1.3-propanedithiol; sodium hydroxide; sodium azide; 18-crown-6 ether; sodium methylate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00128a003

upstream raw materials:

4-(methylthio)phenyl isocyanate

(R)-glycidyl butyrate

Downstream raw materials:

5(R)-hydroxymethyl-3-(4-methylthiophenyl)oxazolidin-2-one

(S)-N-({3-[4-(methylthio)phenyl]-2-oxo-5-oxazolidinyl}methyl)acetamide

(S)-N-<<3-<4(S)-(methylsulfinyl)phenyl>-2-oxo-5-oxazolidinyl>methyl>acetamide

(R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl azide