3-N-benzoyl-4-phenyl-(4S,5R)-2-oxo-1,2,3-oxathiazolidine methyl ester

Base Information

• Chemical Name: 3-N-benzoyl-4-phenyl-(4S,5R)-2-oxo-1,2,3-oxathiazolidine methyl ester
• CAS No.: 235432-33-4
• Molecular Formula: C₁₇H₁₅NO₅S
• Molecular Weight: 345.376
• Mol file: 235432-33-4.mol

Synonyms:3-N-benzoyl-4-phenyl-(4S,5R)-2-oxo-1,2,3-oxathiazolidine methyl ester

Chemical Property of 3-N-benzoyl-4-phenyl-(4S,5R)-2-oxo-1,2,3-oxathiazolidine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-N-benzoyl-4-phenyl-(4S,5R)-2-oxo-1,2,3-oxathiazolidine methyl ester

There total 1 articles about 3-N-benzoyl-4-phenyl-(4S,5R)-2-oxo-1,2,3-oxathiazolidine 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: 68.0%

methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate (32981-85-4) → (4S,5R)-2,4-diphenyl-2-oxazoline-5-carboxylic acid methyl ester (146848-91-1) + 3-N-benzoyl-4-phenyl-(4S,5R)-2-oxo-1,2,3-oxathiazolidine methyl ester (235432-33-4) + 3-N-benzoyl-4-phenyl-(4S,5R)-2-oxo-1,2,3-oxathiazolidine methyl ester (235432-34-5)

Guidance literature:

With thionyl chloride; triethylamine; In benzene; at 0 - 5 ℃; for 0.25h;

DOI:10.1021/np990040k

Reference yield: 91.0%

3-N-benzoyl-4-phenyl-(4S,5R)-2-oxo-1,2,3-oxathiazolidine methyl ester (235432-33-4) → 3-N-benzoyl-4-phenyl-(4S,5R)-2,2-dioxo-1,2,3-oxathiazolidine methyl ester (235432-35-6)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 0.75h;

DOI:10.1021/np990040k

Reference yield:

3-N-benzoyl-4-phenyl-(4S,5R)-2-oxo-1,2,3-oxathiazolidine methyl ester (235432-33-4) → (4S,5R)-2,4-diphenyl-2-oxazoline-5-carboxylic acid methyl ester (146848-91-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / NaIO₄; RuCl₃ / acetonitrile; H₂O; CCl₄ / 0.75 h / 20 °C

2: 20 percent / dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / toluene / 0.08 h / 75 °C

With dmap; ruthenium trichloride; sodium periodate; dicyclohexyl-carbodiimide; In tetrachloromethane; water; toluene; acetonitrile; 1: Oxidation / 2: Elimination;

DOI:10.1021/np990040k

upstream raw materials:

methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate

Downstream raw materials:

3-N-benzoyl-4-phenyl-(4S,5R)-2,2-dioxo-1,2,3-oxathiazolidine methyl ester

(4S,5R)-2,4-diphenyl-2-oxazoline-5-carboxylic acid methyl ester

7-(triethylsilyl)-13-O-[((4S,5R)-2,4-diphenyl-4,5-dihydrooxazol-5-yl)carbonyl]baccatin

3-N-benzoyl-4-phenyl-(4S,5R)-2,2-dioxo-1,2,3-oxathiazolidine carboxylic acid