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

Base Information

• Chemical Name: (R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl azide
• CAS No.: 96800-13-4
• Molecular Formula: C₁₁H₁₂N₄O₂S
• Molecular Weight: 264.308
• Mol file: 96800-13-4.mol

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

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

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 azide

There total 4 articles about (R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl azide 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: 93.0%

(R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl 4-methylbenzenesulfonate (121373-24-8) → (R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl azide (96800-13-4)

Guidance literature:

With sodium azide; 18-crown-6 ether; In N,N-dimethyl-formamide; at 70 ℃; for 5h;

DOI:10.1021/jm00128a003

Reference yield:

4-(methylthio)phenyl isocyanate (1632-84-4) → (R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl azide (96800-13-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / LiBr, n-Bu₃PO / xylene / 2 h / Heating

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

3: 74 percent / pyridine / 15 °C

4: 93 percent / 18-crown-6, sodium azide / dimethylformamide / 5 h / 70 °C

With pyridine; sodium azide; 18-crown-6 ether; Tributylphosphine oxide; sodium methylate; lithium bromide; In methanol; N,N-dimethyl-formamide; xylene;

DOI:10.1021/jm00128a003

Reference yield:

(R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl butyrate (121373-23-7) → (R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl azide (96800-13-4)

Guidance literature:

Multi-step reaction with 3 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

With pyridine; sodium azide; 18-crown-6 ether; sodium methylate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00128a003

upstream raw materials:

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

4-(methylthio)phenyl isocyanate

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

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

Downstream raw materials:

(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

(S)-3-<4-(methylthio)phenyl>-2-oxo-5-(aminomethyl)oxazolidine

Refernces