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

Base Information

• Chemical Name: (2S,4S,5R)-2-Oxo-4,5-diphenyl-2λ⁴-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester
• CAS No.: 813459-65-3
• Molecular Formula: C₁₉H₂₁NO₄S
• Molecular Weight: 359.446

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

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

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

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

tert-butyl (1S,2R)-2-hydroxy-1,2-diphenylethylcarbamate (813459-59-5) → (2S,4S,5R)-2-Oxo-4,5-diphenyl-2λ4-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester (813459-65-3) + (2R,4S,5R)-2-Oxo-4,5-diphenyl-2λ4-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:

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

DOI:10.1021/jo048576k

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (2S,4S,5R)-2-Oxo-4,5-diphenyl-2λ4-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester (813459-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 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:

(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 tert-butyl ester (813459-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 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

upstream raw materials:

tert-butyl (1S,2R)-2-hydroxy-1,2-diphenylethylcarbamate

di-tert-butyl dicarbonate

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

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