(2S,5R,6S)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-6-p-tolylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2,2,2-trichloro-ethyl ester

Base Information

Chemical Name:(2S,5R,6S)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-6-p-tolylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2,2,2-trichloro-ethyl ester
CAS No.:64278-74-6
Molecular Formula:C₂₅H₂₅Cl₃N₂O₄S₂
Molecular Weight:587.976
Hs Code.:

(2S,5R,6S)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-6-p-tolylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2,2,2-trichloro-ethyl ester

Synonyms:(2S,5R,6S)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-6-p-tolylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2,2,2-trichloro-ethyl ester

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Chemical Property of (2S,5R,6S)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-6-p-tolylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2,2,2-trichloro-ethyl ester

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Technology Process of (2S,5R,6S)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-6-p-tolylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2,2,2-trichloro-ethyl ester

There total 3 articles about (2S,5R,6S)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-6-p-tolylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2,2,2-trichloro-ethyl 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: 27.0%

: 64278-72-4
2S-(2α,5α,6α)-6-amino-3,3-dimethyl-6-<4-(methylphenyl)thio>-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylic acid 2,2,2-trichloroethyl ester

: 103-80-0
phenylacetyl chloride

: 64278-74-6
(2S,5R,6S)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-6-p-tolylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: With N,N-diethylaniline; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/ja00525a038

Reference yield:

: 30246-35-6
6-aminopenicillanic acid trichloroethyl ester p-toluenesulfonate salt

: 64278-74-6
(2S,5R,6S)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-6-p-tolylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 80.4 percent / triethylamine, propylene oxide / CH₂Cl₂ / molecular sieves; 1.) 0 deg C, 2 h, 2.) 26 deg C, 0.5 h

2: 96 percent / triphenylphosphine / CH₂Cl₂ / 18 h / 26 °C / Mallinckrodt SilicAR CC-4

3: 27 percent / diethylaniline / CH₂Cl₂ / 2 h / 0 °C

With triethylamine; triphenylphosphine; N,N-diethylaniline; methyloxirane; In dichloromethane;
DOI:10.1021/ja00525a038

Reference yield:

: 67366-05-6
2S-(2α,5α)-3,3-dimethyl-6-<<(4-methylphenyl)thio>imino>-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylic acid 2,2,2-trichloroethyl ester

: 64278-74-6
(2S,5R,6S)-3,3-Dimethyl-7-oxo-6-phenylacetylamino-6-p-tolylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / triphenylphosphine / CH₂Cl₂ / 18 h / 26 °C / Mallinckrodt SilicAR CC-4

2: 27 percent / diethylaniline / CH₂Cl₂ / 2 h / 0 °C

With triphenylphosphine; N,N-diethylaniline; In dichloromethane;
DOI:10.1021/ja00525a038