(2S,4S,5R)-2-Oxo-4,5-diphenyl-2λ⁴-[1,2,3]oxathiazolidine-3-carboxylic acid methyl ester

Base Information

• Chemical Name: (2S,4S,5R)-2-Oxo-4,5-diphenyl-2λ⁴-[1,2,3]oxathiazolidine-3-carboxylic acid methyl ester
• CAS No.: 813459-69-7
• Molecular Formula: C₁₆H₁₅NO₄S
• Molecular Weight: 317.365
• Mol file: 813459-69-7.mol

Synonyms:(2S,4S,5R)-2-Oxo-4,5-diphenyl-2λ⁴-[1,2,3]oxathiazolidine-3-carboxylic acid methyl ester

Chemical Property of (2S,4S,5R)-2-Oxo-4,5-diphenyl-2λ⁴-[1,2,3]oxathiazolidine-3-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S,5R)-2-Oxo-4,5-diphenyl-2λ⁴-[1,2,3]oxathiazolidine-3-carboxylic acid methyl ester

There total 2 articles about (2S,4S,5R)-2-Oxo-4,5-diphenyl-2λ⁴-[1,2,3]oxathiazolidine-3-carboxylic acid methyl ester 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:

((1S,2R)-2-Hydroxy-1,2-diphenyl-ethyl)-carbamic acid methyl ester (813459-63-1) → (2S,4S,5R)-2-Oxo-4,5-diphenyl-2λ4-[1,2,3]oxathiazolidine-3-carboxylic acid methyl ester (813459-69-7) + (2R,4S,5R)-2-Oxo-4,5-diphenyl-2λ4-[1,2,3]oxathiazolidine-3-carboxylic acid methyl ester

Guidance literature:

With dmap; sulfuryl dichloride; In dichloromethane; at -45 ℃; for 1h;

DOI:10.1021/jo048576k

Reference yield:

(1R,2S)-2-Amino-1,2-diphenylethanol (23190-16-1) → (2S,4S,5R)-2-Oxo-4,5-diphenyl-2λ4-[1,2,3]oxathiazolidine-3-carboxylic acid methyl ester (813459-69-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 3 h / 0 °C

2: SO₂Cl₂; 2,4,6-collidine / CH₂Cl₂ / 1 h / -45 °C

With 2,4,6-trimethyl-pyridine; sulfuryl dichloride; sodium carbonate; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jo048576k

Reference yield: 76.0%

(2S,4S,5R)-2-Oxo-4,5-diphenyl-2λ4-[1,2,3]oxathiazolidine-3-carboxylic acid methyl ester (813459-69-7) + tert-butylmagnesium chloride (677-22-5) → (4S,5R)-3-((S)-2-Methyl-propane-2-sulfinyl)-4,5-diphenyl-oxazolidin-2-one (813459-77-7) + C20H25NO4S + 2-Methyl-propane-2-sulfinic acid (1R,2S)-2-methoxycarbonylamino-1,2-diphenyl-ethyl ester

Guidance literature:

In tetrahydrofuran; at -45 ℃;

DOI:10.1021/jo048576k

upstream raw materials:

((1S,2R)-2-Hydroxy-1,2-diphenyl-ethyl)-carbamic acid methyl ester

(1R,2S)-2-Amino-1,2-diphenylethanol

Downstream raw materials:

(4S,5R)-3-((S)-2-Methyl-propane-2-sulfinyl)-4,5-diphenyl-oxazolidin-2-one

(4S,5R)-4,5-diphenyl-1,3-oxazolidin-2-one