diphenylmethyl 2-<(3R,4R)-4-(2-benzothiazolyldithio)-2-oxo-3-(phenoxyacetylamino)-1-azetidinyl>-3-hydroxy-2-butenoate

Base Information

• Chemical Name: diphenylmethyl 2-<(3R,4R)-4-(2-benzothiazolyldithio)-2-oxo-3-(phenoxyacetylamino)-1-azetidinyl>-3-hydroxy-2-butenoate
• CAS No.: 57562-07-9
• Molecular Formula: C₃₅H₂₉N₃O₆S₃
• Molecular Weight: 683.83
• Mol file: 57562-07-9.mol

Synonyms:diphenylmethyl 2-<(3R,4R)-4-(2-benzothiazolyldithio)-2-oxo-3-(phenoxyacetylamino)-1-azetidinyl>-3-hydroxy-2-butenoate

Chemical Property of diphenylmethyl 2-<(3R,4R)-4-(2-benzothiazolyldithio)-2-oxo-3-(phenoxyacetylamino)-1-azetidinyl>-3-hydroxy-2-butenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diphenylmethyl 2-<(3R,4R)-4-(2-benzothiazolyldithio)-2-oxo-3-(phenoxyacetylamino)-1-azetidinyl>-3-hydroxy-2-butenoate

There total 1 articles about diphenylmethyl 2-<(3R,4R)-4-(2-benzothiazolyldithio)-2-oxo-3-(phenoxyacetylamino)-1-azetidinyl>-3-hydroxy-2-butenoate 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: 92.0%

(R)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-but-3-enoic acid benzhydryl ester → diphenylmethyl 2-<(3R,4R)-4-(2-benzothiazolyldithio)-2-oxo-3-(phenoxyacetylamino)-1-azetidinyl>-3-hydroxy-2-butenoate (57562-07-9)

Guidance literature:

With sodium periodate; osmium(VIII) oxide; In water; acetone; tert-butyl alcohol; for 7h; Ambient temperature;

DOI:10.1055/s-1993-25850

Reference yield: 65.0%

trifluoromethylsulfonic anhydride (358-23-6) + diphenylmethyl 2-<(3R,4R)-4-(2-benzothiazolyldithio)-2-oxo-3-(phenoxyacetylamino)-1-azetidinyl>-3-hydroxy-2-butenoate (57562-07-9) → Diphenylmethyl 2-<(3R,4R)-4-<(benzothiazol-2-yl)dithio>-3-(phenoxyacetamido)-2-oxoazetidin-1-yl>-3-<(trifluoromethanesulfonyl)oxy>-2-butenoate

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 1h;

DOI:10.1021/jo00096a045

Reference yield:

diphenylmethyl 2-<(3R,4R)-4-(2-benzothiazolyldithio)-2-oxo-3-(phenoxyacetylamino)-1-azetidinyl>-3-hydroxy-2-butenoate (57562-07-9) → Diphenylmethyl 2-<(3R,4R)-4-<(benzothiazol-2-yl)dithio>-3-(phenoxyacetamido)-2-oxoazetidin-1-yl>-2,3-butadienoate (143159-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / i-Pr₂NEt / CH₂Cl₂ / 1 h / -78 °C

2: 90 percent / TEA / CH₂Cl₂ / 0.75 h / Ambient temperature

With TEA; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jo00096a045

Downstream raw materials:

Diphenylmethyl 2-<(3R,4R)-4-<(benzothiazol-2-yl)dithio>-3-(phenoxyacetamido)-2-oxoazetidin-1-yl>-2,3-butadienoate