(S)-2,2-Dioxo-4-phenyl-2λ⁶-[1,2,3]oxathiazolidine-3-carboxylic acid benzyl ester

Base Information

• Chemical Name: (S)-2,2-Dioxo-4-phenyl-2λ⁶-[1,2,3]oxathiazolidine-3-carboxylic acid benzyl ester
• CAS No.: 479687-25-7
• Molecular Formula: C₁₆H₁₅NO₅S
• Molecular Weight: 333.365

Synonyms:(S)-2,2-Dioxo-4-phenyl-2λ⁶-[1,2,3]oxathiazolidine-3-carboxylic acid benzyl ester

Chemical Property of (S)-2,2-Dioxo-4-phenyl-2λ⁶-[1,2,3]oxathiazolidine-3-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

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Technology Process of (S)-2,2-Dioxo-4-phenyl-2λ⁶-[1,2,3]oxathiazolidine-3-carboxylic acid benzyl ester

There total 4 articles about (S)-2,2-Dioxo-4-phenyl-2λ⁶-[1,2,3]oxathiazolidine-3-carboxylic acid benzyl 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: 94.0%

(S)-2-Oxo-4-phenyl-2λ4-[1,2,3]oxathiazolidine-3-carboxylic acid benzyl ester (479687-21-3) → (S)-2,2-Dioxo-4-phenyl-2λ6-[1,2,3]oxathiazolidine-3-carboxylic acid benzyl ester (479687-25-7)

Guidance literature:

With ruthenium trichloride; sodium periodate; In acetonitrile; at 0 - 20 ℃; for 1h;

DOI:10.1039/b204844b

Reference yield:

benzyl (S)-(2-hydroxy-1-phenylethyl)carbamate (130406-31-4) → (S)-2,2-Dioxo-4-phenyl-2λ6-[1,2,3]oxathiazolidine-3-carboxylic acid benzyl ester (479687-25-7)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂; Et₃N / CH₂Cl₂

2: 94 percent / aq. NaIO₄; RuCl₃ / acetonitrile / 1 h / 0 - 20 °C

With ruthenium trichloride; sodium periodate; thionyl chloride; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1039/b204844b

Reference yield:

(2S)-2-phenylglycinol (20989-17-7) → (S)-2,2-Dioxo-4-phenyl-2λ6-[1,2,3]oxathiazolidine-3-carboxylic acid benzyl ester (479687-25-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / CH₂Cl₂

2: SOCl₂; Et₃N / CH₂Cl₂

3: 94 percent / aq. NaIO₄; RuCl₃ / acetonitrile / 1 h / 0 - 20 °C

With ruthenium trichloride; sodium periodate; thionyl chloride; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1039/b204844b

upstream raw materials:

(S)-2-Oxo-4-phenyl-2λ⁴-[1,2,3]oxathiazolidine-3-carboxylic acid benzyl ester

benzyl (S)-(2-hydroxy-1-phenylethyl)carbamate

(2S)-2-phenylglycinol

benzyl chloroformate

Downstream raw materials:

Benzoic acid (S)-1-((S)-2-amino-2-phenyl-ethyl)-pyrrolidin-3-yl ester

(2'S,3S)-3-hydroxy-N-{2-[N-methyl-N-4-(N-propylaminocarbonyl)phenyl]amino-2-phenyl}ethylpyrrolidine

Benzoic acid (S)-1-((S)-2-benzyloxycarbonylamino-2-phenyl-ethyl)-pyrrolidin-3-yl ester

Benzoic acid (S)-1-[(S)-2-phenyl-2-(4-propylcarbamoyl-phenylamino)-ethyl]-pyrrolidin-3-yl ester

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