(R)-3-Chloromethyl-2-((1S,5R)-7-oxo-3-phenyl-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzhydryl ester

Base Information

Chemical Name:(R)-3-Chloromethyl-2-((1S,5R)-7-oxo-3-phenyl-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzhydryl ester
CAS No.:78037-17-9
Molecular Formula:C₂₈H₂₃ClN₂O₄
Molecular Weight:486.955
Hs Code.:

Synonyms:(R)-3-Chloromethyl-2-((1S,5R)-7-oxo-3-phenyl-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzhydryl ester

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Chemical Property of (R)-3-Chloromethyl-2-((1S,5R)-7-oxo-3-phenyl-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzhydryl ester

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Technology Process of (R)-3-Chloromethyl-2-((1S,5R)-7-oxo-3-phenyl-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzhydryl ester

There total 7 articles about (R)-3-Chloromethyl-2-((1S,5R)-7-oxo-3-phenyl-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzhydryl 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: 80.0%

: 72976-37-5,77887-69-5,80339-52-2
(2S,3R,4R,6R)-6-Benzoylamino-3-chloromethyl-3-methyl-4,7-dioxo-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester

: 78037-17-9
(R)-3-Chloromethyl-2-((1S,5R)-7-oxo-3-phenyl-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzhydryl ester

Guidance literature:: With triphenylphosphine; squaric acid; In benzene; for 0.33h; Heating;
DOI:10.1016/S0040-4039(01)81835-9

Reference yield: 75.0%

: 78037-12-4,68107-98-2
(R)-3-Methyl-2-((1S,5R)-7-oxo-3-phenyl-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzhydryl ester

: 78037-17-9
(R)-3-Chloromethyl-2-((1S,5R)-7-oxo-3-phenyl-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzhydryl ester

Guidance literature:: (R)-3-Methyl-2-((1S,5R)-7-oxo-3-phenyl-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzhydryl ester; With chlorine; In tetrachloromethane; ethyl acetate; at 20 ℃;

With sodium hydrogencarbonate; sodium sulfite; In tetrachloromethane; ethyl acetate; at 20 ℃;
DOI:10.3987/COM-12-12611

Reference yield:

: 551-16-6
6-Aminopenicillanic Acid

: 78037-17-9
(R)-3-Chloromethyl-2-((1S,5R)-7-oxo-3-phenyl-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium carbonate / water / 0 °C

2.1: peracetic acid / dichloromethane / 0 °C / Reflux

3.1: peracetic acid / dichloromethane / 0 °C

4.1: triphenylphosphine; squaric acid / toluene; N,N-dimethyl acetamide / Reflux

5.1: chlorine / tetrachloromethane; ethyl acetate / 20 °C

5.2: 20 °C

With peracetic acid; chlorine; sodium carbonate; triphenylphosphine; squaric acid; In tetrachloromethane; dichloromethane; N,N-dimethyl acetamide; water; ethyl acetate; toluene;
DOI:10.3987/COM-12-12611