(6R,7S)-3-(2-Amino-ethylsulfanyl)-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Base Information

Chemical Name:(6R,7S)-3-(2-Amino-ethylsulfanyl)-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS No.:99395-92-3
Molecular Formula:C₁₈H₂₁N₃O₅S
Molecular Weight:391.448
Hs Code.:

Synonyms:(6R,7S)-3-(2-Amino-ethylsulfanyl)-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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Chemical Property of (6R,7S)-3-(2-Amino-ethylsulfanyl)-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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Technology Process of (6R,7S)-3-(2-Amino-ethylsulfanyl)-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

There total 10 articles about (6R,7S)-3-(2-Amino-ethylsulfanyl)-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 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: 72.0%

: (6R,7S)-3-[2-(4-Nitro-benzyloxycarbonylamino)-ethylsulfanyl]-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

: 99395-92-3
(6R,7S)-3-(2-Amino-ethylsulfanyl)-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: With hydrogen; In tetrahydrofuran; water; for 0.583333h; under 5171.5 Torr;
DOI:10.1016/S0040-4039(00)89251-5

Reference yield:

: 89102-16-9
[(E)-3-Furan-2-yl-prop-2-en-(Z)-ylideneamino]-acetic acid tert-butyl ester

: 89102-25-0,99395-92-3
(6R,7S)-3-(2-Amino-ethylsulfanyl)-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 72 percent / Et₃N / CH₂Cl₂ / -20 °C

2: 1) Pd-SrCO₃

3: 76 percent / ozonolysis

4: DCC / CH₂Cl₂

5: 64 percent / lithium bis-trimethylsilylamide / tetrahydrofuran / -78 °C

6: 1) (PhO)2P(O)Cl, i-Pr₂NEt; 2) i-Pr₂NEt / 1) CH₃CN, 0 deg C; 2) 20 deg C

7: 1) CF₃COOH; 2) H₂ / 2) Pd-C

With hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; chlorophosphoric acid diphenyl ester; trifluoroacetic acid; lithium hexamethyldisilazane; palladium on activated charcoal; Pd/SrCO₃; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)94020-6

Reference yield:

: [(2R,3S)-3-Azido-2-((E)-2-furan-2-yl-vinyl)-4-oxo-azetidin-1-yl]-acetic acid tert-butyl ester

: 89102-25-0,99395-92-3
(6R,7S)-3-(2-Amino-ethylsulfanyl)-8-oxo-7-(2-phenoxy-acetylamino)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1) Pd-SrCO₃

2: 76 percent / ozonolysis

3: DCC / CH₂Cl₂

4: 64 percent / lithium bis-trimethylsilylamide / tetrahydrofuran / -78 °C

5: 1) (PhO)2P(O)Cl, i-Pr₂NEt; 2) i-Pr₂NEt / 1) CH₃CN, 0 deg C; 2) 20 deg C

6: 1) CF₃COOH; 2) H₂ / 2) Pd-C

With hydrogen; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; chlorophosphoric acid diphenyl ester; trifluoroacetic acid; lithium hexamethyldisilazane; palladium on activated charcoal; Pd/SrCO₃; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)94020-6