(1S,5S)-6-tert-Butyl-2-chloromethyl-4-(chloro-phenyl-methyl)-3,3-dioxo-3λ⁶-thia-6-aza-bicyclo[3.2.0]heptan-7-one

Base Information

• Chemical Name: (1S,5S)-6-tert-Butyl-2-chloromethyl-4-(chloro-phenyl-methyl)-3,3-dioxo-3λ⁶-thia-6-aza-bicyclo[3.2.0]heptan-7-one
• CAS No.: 129959-65-5
• Molecular Formula: C₁₇H₂₁Cl₂NO₃S
• Molecular Weight: 390.331

Synonyms:(1S,5S)-6-tert-Butyl-2-chloromethyl-4-(chloro-phenyl-methyl)-3,3-dioxo-3λ⁶-thia-6-aza-bicyclo[3.2.0]heptan-7-one

Chemical Property of (1S,5S)-6-tert-Butyl-2-chloromethyl-4-(chloro-phenyl-methyl)-3,3-dioxo-3λ⁶-thia-6-aza-bicyclo[3.2.0]heptan-7-one

Chemical Property:

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Technology Process of (1S,5S)-6-tert-Butyl-2-chloromethyl-4-(chloro-phenyl-methyl)-3,3-dioxo-3λ⁶-thia-6-aza-bicyclo[3.2.0]heptan-7-one

There total 2 articles about (1S,5S)-6-tert-Butyl-2-chloromethyl-4-(chloro-phenyl-methyl)-3,3-dioxo-3λ⁶-thia-6-aza-bicyclo[3.2.0]heptan-7-one 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: 78.0%

1-tert-butyl-5-(α-chlorobenzyl)-7-chloromethyl-6-thiaisoheptanam (129959-63-3) → (1S,5S)-6-tert-Butyl-2-chloromethyl-4-(chloro-phenyl-methyl)-3,3-dioxo-3λ6-thia-6-aza-bicyclo[3.2.0]heptan-7-one (129959-65-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 20h; Ambient temperature;

DOI:10.1016/S0040-4039(00)94461-7

Reference yield:

cis-3-vinyl-4-styrylazetidin-2-one (129959-62-2) → (1S,5S)-6-tert-Butyl-2-chloromethyl-4-(chloro-phenyl-methyl)-3,3-dioxo-3λ6-thia-6-aza-bicyclo[3.2.0]heptan-7-one (129959-65-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / SCl₂ / CH₂Cl₂ / 1 h / Heating

2: 78 percent / MCPBA / CH₂Cl₂ / 20 h / Ambient temperature

With sulfur dichloride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/S0040-4039(00)94461-7

Reference yield: 100.0%

(1S,5S)-6-tert-Butyl-2-chloromethyl-4-(chloro-phenyl-methyl)-3,3-dioxo-3λ6-thia-6-aza-bicyclo[3.2.0]heptan-7-one (129959-65-5) → (1S,5S)-6-tert-Butyl-4-(chloro-phenyl-methyl)-2-methylene-3,3-dioxo-3λ6-thia-6-aza-bicyclo[3.2.0]heptan-7-one (129959-66-6)

Guidance literature:

With triethylamine; In dichloromethane; for 20h; Ambient temperature;

DOI:10.1016/S0040-4039(00)94461-7

upstream raw materials:

1-tert-butyl-5-(α-chlorobenzyl)-7-chloromethyl-6-thiaisoheptanam

cis-3-vinyl-4-styrylazetidin-2-one

Downstream raw materials:

(1S,5S)-6-tert-Butyl-4-(chloro-phenyl-methyl)-2-methylene-3,3-dioxo-3λ⁶-thia-6-aza-bicyclo[3.2.0]heptan-7-one

(1R,5R)-6-tert-Butyl-2-methylene-3,3-dioxo-4-[1-phenyl-meth-(E)-ylidene]-3λ⁶-thia-6-aza-bicyclo[3.2.0]heptan-7-one

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