2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-2-enoic acid benzyl ester

Base Information

• Chemical Name: 2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-2-enoic acid benzyl ester
• CAS No.: 87996-76-7
• Molecular Formula: C₂₃H₂₂N₂O₃S
• Molecular Weight: 406.505
• Mol file: 87996-76-7.mol

Synonyms:2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-2-enoic acid benzyl ester

Chemical Property of 2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-2-enoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-2-enoic acid benzyl ester

There total 3 articles about 2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-2-enoic acid benzyl 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:

6-β-phenylacetamidopenicillanic acid-(1S)-oxide (54275-92-2) → 2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-2-enoic acid benzyl ester (87996-76-7)

Guidance literature:

With magnesium sulfate; phosphorous acid trimethyl ester; In benzene; for 40h; Heating;

DOI:10.1016/S0040-4020(01)92143-X

Reference yield:

Penicillin G sodium (69-57-8) → 2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-2-enoic acid benzyl ester (87996-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaIO₄ / 1) H₂O; 2) NEt₃, DMF, 20 deg C

2: 65 percent Chromat_. / MgSO₄, (CH₃O)3P / benzene / 40 h / Heating

With sodium periodate; magnesium sulfate; phosphorous acid trimethyl ester; In benzene;

DOI:10.1016/S0040-4020(01)92143-X

Reference yield:

benzyl bromide (100-39-0) → 2-((1R,5R)-3-Benzyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-2-enoic acid benzyl ester (87996-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaIO₄ / 1) H₂O; 2) NEt₃, DMF, 20 deg C

2: 65 percent Chromat_. / MgSO₄, (CH₃O)3P / benzene / 40 h / Heating

With sodium periodate; magnesium sulfate; phosphorous acid trimethyl ester; In benzene;

DOI:10.1016/S0040-4020(01)92143-X

upstream raw materials:

6-β-phenylacetamidopenicillanic acid-(1S)-oxide

Penicillin G sodium

benzyl bromide

Downstream raw materials:

(6R)-phenylacetamido-2-benzoyloxy-(5R)-penem-3-p-nitrobenzyl-carboxylate

(6R)-phenylacetamido-2-methoxy-(5R)-penem-3-p-nitrobenzyl-carboxylate

2-((2R,3R)-2-Mercapto-4-oxo-3-phenylacetylamino-azetidin-1-yl)-malonic acid mono-(4-nitro-benzyl) ester

2-((2R,3R)-2-Mercapto-4-oxo-3-phenylacetylamino-azetidin-1-yl)-malonic acid monobenzhydryl ester