(Ξ)-2-[(6R)-2-benzhydryloxycarbonyl-5ξ,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-yl]-3-methyl-2,3-dihydro-oxazole-4,5-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: (Ξ)-2-[(6R)-2-benzhydryloxycarbonyl-5ξ,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-yl]-3-methyl-2,3-dihydro-oxazole-4,5-dicarboxylic acid dimethyl ester
• CAS No.: 55569-97-6
• Molecular Formula: C₃₄H₃₁N₃O₁₀S₂
• Molecular Weight: 705.766

Synonyms:

Chemical Property of (Ξ)-2-[(6R)-2-benzhydryloxycarbonyl-5ξ,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-yl]-3-methyl-2,3-dihydro-oxazole-4,5-dicarboxylic acid dimethyl ester

Chemical Property:

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Technology Process of (Ξ)-2-[(6R)-2-benzhydryloxycarbonyl-5ξ,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-yl]-3-methyl-2,3-dihydro-oxazole-4,5-dicarboxylic acid dimethyl ester

There total 2 articles about (Ξ)-2-[(6R)-2-benzhydryloxycarbonyl-5ξ,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-yl]-3-methyl-2,3-dihydro-oxazole-4,5-dicarboxylic acid dimethyl 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:

(6R)-3-[(methyl-oxy-imino)-methyl]-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid benzhydryl ester (55569-95-4) → (Ξ)-2-[(6R)-2-benzhydryloxycarbonyl-5ξ,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-yl]-3-methyl-2,3-dihydro-oxazole-4,5-dicarboxylic acid dimethyl ester (55569-97-6)

Guidance literature:

Multi-step reaction with 2 steps

1: MCPBA / CHCl₃

2: benzene / Heating

With 3-chloro-benzenecarboperoxoic acid; In chloroform; benzene;

DOI:10.1021/jo00904a036

Reference yield:

(6R)-3-formyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid benzhydryl ester (55331-32-3) → (Ξ)-2-[(6R)-2-benzhydryloxycarbonyl-5ξ,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-yl]-3-methyl-2,3-dihydro-oxazole-4,5-dicarboxylic acid dimethyl ester (55569-97-6)

Guidance literature:

Multi-step reaction with 3 steps

1: Py / CH₂Cl₂; ethanol / Heating

2: MCPBA / CHCl₃

3: benzene / Heating

With pyridine; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; chloroform; benzene;

DOI:10.1021/jo00904a036

Reference yield:

(Ξ)-2-[(6R)-2-benzhydryloxycarbonyl-5ξ,8-dioxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-yl]-3-methyl-2,3-dihydro-oxazole-4,5-dicarboxylic acid dimethyl ester (55569-97-6) → (Ξ)-2-[(6R)-2-benzhydryloxycarbonyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-yl]-3-methyl-2,3-dihydro-oxazole-4,5-dicarboxylic acid dimethyl ester (55569-98-7)

Guidance literature:

With phosphorus trichloride; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/jo00904a036

upstream raw materials:

(6R)-3-[(methyl-oxy-imino)-methyl]-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid benzhydryl ester

(6R)-3-formyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2c-carboxylic acid benzhydryl ester

Downstream raw materials:

(Ξ)-2-[(6R)-2-benzhydryloxycarbonyl-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-yl]-3-methyl-2,3-dihydro-oxazole-4,5-dicarboxylic acid dimethyl ester

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