(S)-2-{[(6R,7R)-7-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carbonyl]-amino}-4-methyl-pentanoic acid tert-butyl ester

Base Information

• Chemical Name: (S)-2-{[(6R,7R)-7-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carbonyl]-amino}-4-methyl-pentanoic acid tert-butyl ester
• CAS No.: 183503-14-2
• Molecular Formula: C₃₂H₄₆N₄O₇S
• Molecular Weight: 630.806
• Mol file: 183503-14-2.mol

Synonyms:

Chemical Property of (S)-2-{[(6R,7R)-7-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carbonyl]-amino}-4-methyl-pentanoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{[(6R,7R)-7-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carbonyl]-amino}-4-methyl-pentanoic acid tert-butyl ester

There total 4 articles about (S)-2-{[(6R,7R)-7-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carbonyl]-amino}-4-methyl-pentanoic acid tert-butyl 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:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (S)-2-{[(6R,7R)-7-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carbonyl]-amino}-4-methyl-pentanoic acid tert-butyl ester (183503-14-2)

Guidance literature:

Multi-step reaction with 3 steps

1: HOBt*H₂O, DCC / CH₂Cl₂

2: H₂, NaHCO₃ / 10percent Pd-C / tetrahydrofuran; H₂O / 24 h / 760 Torr

3: 1) HOBt*H₂O, DCC, 2) NEt₃ / 1) CH₂Cl₂, r.t., 2) CH₂Cl₂, r.t., overnight

With hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water;

Reference yield:

p-nitrobenzyl ester of 7-aminodeacetoxycephalosporanic acid (29124-83-2) → (S)-2-{[(6R,7R)-7-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carbonyl]-amino}-4-methyl-pentanoic acid tert-butyl ester (183503-14-2)

Guidance literature:

Multi-step reaction with 3 steps

1: HOBt*H₂O, DCC / CH₂Cl₂

2: H₂, NaHCO₃ / 10percent Pd-C / tetrahydrofuran; H₂O / 24 h / 760 Torr

3: 1) HOBt*H₂O, DCC, 2) NEt₃ / 1) CH₂Cl₂, r.t., 2) CH₂Cl₂, r.t., overnight

With hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water;

Reference yield:

(6R,7R)-7-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester (183503-10-8) → (S)-2-{[(6R,7R)-7-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carbonyl]-amino}-4-methyl-pentanoic acid tert-butyl ester (183503-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂, NaHCO₃ / 10percent Pd-C / tetrahydrofuran; H₂O / 24 h / 760 Torr

2: 1) HOBt*H₂O, DCC, 2) NEt₃ / 1) CH₂Cl₂, r.t., 2) CH₂Cl₂, r.t., overnight

With hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; water;

upstream raw materials:

L-leucine tert-butyl ester hydrochloride

(6R,7R)-7-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

N-tert-butoxycarbonyl-L-phenylalanine

p-nitrobenzyl ester of 7-aminodeacetoxycephalosporanic acid

Downstream raw materials:

(S)-2-{[(6R,7R)-7-((S)-2-Amino-3-phenyl-propionylamino)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carbonyl]-amino}-4-methyl-pentanoic acid