5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(4-aminophenyl)thio]methyl]-7-[[[[(1,1-dimethylethoxy)carbonyl]amino ]acetyl]amino]-8-oxo-, diphenylmethyl ester, (6R,7R)-

Base Information

• Chemical Name: 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(4-aminophenyl)thio]methyl]-7-[[[[(1,1-dimethylethoxy)carbonyl]amino ]acetyl]amino]-8-oxo-, diphenylmethyl ester, (6R,7R)-
• CAS No.: 851047-89-7
• Molecular Formula: C34H36N4O6S2
• Molecular Weight: 660.815
• Mol file: 851047-89-7.mol

Synonyms:

Chemical Property of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(4-aminophenyl)thio]methyl]-7-[[[[(1,1-dimethylethoxy)carbonyl]amino ]acetyl]amino]-8-oxo-, diphenylmethyl ester, (6R,7R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(4-aminophenyl)thio]methyl]-7-[[[[(1,1-dimethylethoxy)carbonyl]amino ]acetyl]amino]-8-oxo-, diphenylmethyl ester, (6R,7R)-

There total 4 articles about 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(4-aminophenyl)thio]methyl]-7-[[[[(1,1-dimethylethoxy)carbonyl]amino ]acetyl]amino]-8-oxo-, diphenylmethyl ester, (6R,7R)- 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:

(6R,7R)-7-(2-tert-Butoxycarbonylamino-acetylamino)-3-iodomethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester + 4-aminotiophenol (1193-02-8) → (6R,7R)-3-(4-Amino-phenylsulfanylmethyl)-7-(2-tert-butoxycarbonylamino-acetylamino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (851047-89-7)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1021/ja042829+

Reference yield:

(6R,7R)-7-(2-tert-Butoxycarbonylamino-acetylamino)-3-chloromethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (935278-19-6) → (6R,7R)-3-(4-Amino-phenylsulfanylmethyl)-7-(2-tert-butoxycarbonylamino-acetylamino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (851047-89-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaI / acetone / 1 h / 20 °C

2: 0.178 g / NaHCO₃ / dimethylformamide / 2 h / 20 °C

With sodium hydrogencarbonate; sodium iodide; In N,N-dimethyl-formamide; acetone;

DOI:10.1021/ja042829+

Reference yield:

BOC-glycine (4530-20-5) → (6R,7R)-3-(4-Amino-phenylsulfanylmethyl)-7-(2-tert-butoxycarbonylamino-acetylamino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (851047-89-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 80.3 percent / TEA; 1-hydroxybenzotriazole; dicyclohexylcarbodiimide / acetonitrile / 24 h / 20 °C

2: NaI / acetone / 1 h / 20 °C

3: 0.178 g / NaHCO₃ / dimethylformamide / 2 h / 20 °C

With TEA; sodium hydrogencarbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; sodium iodide; In N,N-dimethyl-formamide; acetone; acetonitrile;

DOI:10.1021/ja042829+

upstream raw materials:

4-aminotiophenol

(6R,7R)-7-(2-tert-Butoxycarbonylamino-acetylamino)-3-chloromethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

BOC-glycine

(6R,7R)-7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxyli acid diphenylmethyl ester hydrochloride

Downstream raw materials:

C₅₇H₆₉N₇O₁₈S₃

(6R,7R)-3-{4-[2-((R)-2-Amino-2-carboxy-ethylsulfanyl)-acetylamino]-phenylsulfanylmethyl}-7-(2-tert-butoxycarbonylamino-acetylamino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester