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

Base Information

• Chemical Name: 2-((1R)-3-benzyl-7-oxo-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-2-enoic acid methyl ester
• CAS No.: 67529-66-2
• Molecular Formula: C₁₇H₁₈N₂O₃S
• Molecular Weight: 330.408

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

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

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
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Useful:

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

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

(R)-2-((1R)-3-benzyl-7-oxo-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-3-enoic acid methyl ester (61990-36-1) → 2-((1R)-3-benzyl-7-oxo-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-2-enoic acid methyl ester (67529-66-2)

Guidance literature:

With triethylamine; In methanol;

DOI:10.1021/jo00417a008

Reference yield:

methyl 6β-(phenylacetamido)penicillanate 1β-oxide (24652-72-0) → 2-((1R)-3-benzyl-7-oxo-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-2-enoic acid methyl ester (67529-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1: P(OMe)3 / benzene / Heating

2: Et₃N / methanol

With triethylamine; phosphorous acid trimethyl ester; In methanol; benzene;

DOI:10.1021/jo00417a008

Reference yield:

1ξ-oxo-6β-(2-phenyl-acetylamino)-1λ4-penicillanic acid methyl ester (40578-79-8) → 2-((1R)-3-benzyl-7-oxo-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-2-enoic acid methyl ester (67529-66-2)

Guidance literature:

With triethylamine; phosphorous acid trimethyl ester;

DOI:10.1248/cpb.31.2200

upstream raw materials:

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

1ξ-oxo-6β-(2-phenyl-acetylamino)-1λ⁴-penicillanic acid methyl ester

methyl 6β-(phenylacetamido)penicillanate 1β-oxide

Downstream raw materials:

(1E,5R)-3-Phenylmethyl-4-thia-2,6-diazabicyclo[3.2.0]hept-2-en-7-one

3-Acetoxy-3-methyl-2-oxo-butyric acid methyl ester

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

2-{(2R,3R)-2-[(2R,3R)-1-(1-Methoxycarbonyl-2-methyl-propenyl)-4-oxo-3-phenylacetylamino-azetidin-2-yldisulfanyl]-4-oxo-3-phenylacetylamino-azetidin-1-yl}-3-methyl-but-2-enoic acid methyl ester

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