1-Azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[2-[[[(4-nitrophenyl)methoxy]carbonyl]amino]ethyl]thio]-8-oxo-7-[(phen oxyacetyl)amino]-, 1,1-dimethylethyl ester, trans-

Base Information

Chemical Name:1-Azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[2-[[[(4-nitrophenyl)methoxy]carbonyl]amino]ethyl]thio]-8-oxo-7-[(phen oxyacetyl)amino]-, 1,1-dimethylethyl ester, trans-
CAS No.:89102-24-9
Molecular Formula:C₃₀H₃₄N₄O₉S
Molecular Weight:626.687
Hs Code.:

1-Azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,
3-[[2-[[[(4-nitrophenyl)methoxy]carbonyl]amino]ethyl]thio]-8-oxo-7-[(phen
oxyacetyl)amino]-, 1,1-dimethylethyl ester, trans-

Synonyms:

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Chemical Property of 1-Azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[2-[[[(4-nitrophenyl)methoxy]carbonyl]amino]ethyl]thio]-8-oxo-7-[(phen oxyacetyl)amino]-, 1,1-dimethylethyl ester, trans-

Chemical Property:

Purity/Quality:

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MSDS Files:: SDS file from LookChem

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Technology Process of 1-Azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[2-[[[(4-nitrophenyl)methoxy]carbonyl]amino]ethyl]thio]-8-oxo-7-[(phen oxyacetyl)amino]-, 1,1-dimethylethyl ester, trans-

There total 7 articles about 1-Azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[2-[[[(4-nitrophenyl)methoxy]carbonyl]amino]ethyl]thio]-8-oxo-7-[(phen oxyacetyl)amino]-, 1,1-dimethylethyl ester, trans- 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:

: 6456-74-2
Glycine tert-butyl ester

: 89102-24-9
(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 tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

2: 72 percent / Et₃N / CH₂Cl₂ / -20 °C

3: 1) Pd-SrCO₃

4: 76 percent / ozonolysis

5: DCC / CH₂Cl₂

6: 64 percent / lithium bis-trimethylsilylamide / tetrahydrofuran / -78 °C

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

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

Reference yield:

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

: 89102-24-9
(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 tert-butyl ester

Guidance literature:: Multi-step reaction with 6 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

With triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; chlorophosphoric acid diphenyl ester; lithium hexamethyldisilazane; 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

: 89102-24-9
(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 tert-butyl ester

Guidance literature:: Multi-step reaction with 5 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

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