(2S,5R,6R)-1-aza-6-(4'-carboxybenzoylamido)-3,3-dimethyl-7-oxo-4-thiabicyclo(3.2.0)heptane-2-carboxylic acid

Base Information

Chemical Name:(2S,5R,6R)-1-aza-6-(4'-carboxybenzoylamido)-3,3-dimethyl-7-oxo-4-thiabicyclo(3.2.0)heptane-2-carboxylic acid
CAS No.:129158-93-6
Molecular Formula:C₁₆H₁₆N₂O₆S
Molecular Weight:364.379
Hs Code.:

Synonyms:(2S,5R,6R)-1-aza-6-(4'-carboxybenzoylamido)-3,3-dimethyl-7-oxo-4-thiabicyclo(3.2.0)heptane-2-carboxylic acid

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Chemical Property of (2S,5R,6R)-1-aza-6-(4'-carboxybenzoylamido)-3,3-dimethyl-7-oxo-4-thiabicyclo(3.2.0)heptane-2-carboxylic acid

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Technology Process of (2S,5R,6R)-1-aza-6-(4'-carboxybenzoylamido)-3,3-dimethyl-7-oxo-4-thiabicyclo(3.2.0)heptane-2-carboxylic acid

There total 5 articles about (2S,5R,6R)-1-aza-6-(4'-carboxybenzoylamido)-3,3-dimethyl-7-oxo-4-thiabicyclo(3.2.0)heptane-2-carboxylic acid 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: 12.0%

: 129158-91-4
4-carboxybenzoyl-L-cysteinyl-D-valine

: 129158-93-6
(2S,5R,6R)-1-aza-6-(4'-carboxybenzoylamido)-3,3-dimethyl-7-oxo-4-thiabicyclo(3.2.0)heptane-2-carboxylic acid

Guidance literature:: With iron(II) sulfate; ascorbic acid; diothiothreitol; isopenicillin N synthetase; In various solvent(s); at 27 ℃; enzymatic synthesis;
DOI:10.1016/S0040-4020(01)88393-9

Reference yield:

: 100-21-0
terephthalic acid

: 129158-93-6
(2S,5R,6R)-1-aza-6-(4'-carboxybenzoylamido)-3,3-dimethyl-7-oxo-4-thiabicyclo(3.2.0)heptane-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: a) dicyclohexylamine, b) sodium iodide / dimethylformamide / a) 70 deg C, 20 min, b) heating

2: 0.28 g / EEDQ / CH₂Cl₂

3: anisole, trifluoroacetic acid / 50 °C

4: 12 percent / ascorbate, iron sulfate, dithiothreitol / isopenicillin N synthetase / various solvent(s) / 27 °C / enzymatic synthesis

With iron(II) sulfate; methoxybenzene; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; N-cyclohexyl-cyclohexanamine; trifluoroacetic acid; sodium iodide; ascorbic acid; diothiothreitol; isopenicillin N synthetase; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)88393-9

Reference yield:

: 86208-24-4
1,4-dicarboxybenzene mono-4-methoxybenzyl ester

: 129158-93-6
(2S,5R,6R)-1-aza-6-(4'-carboxybenzoylamido)-3,3-dimethyl-7-oxo-4-thiabicyclo(3.2.0)heptane-2-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 0.28 g / EEDQ / CH₂Cl₂

2: anisole, trifluoroacetic acid / 50 °C

3: 12 percent / ascorbate, iron sulfate, dithiothreitol / isopenicillin N synthetase / various solvent(s) / 27 °C / enzymatic synthesis

With iron(II) sulfate; methoxybenzene; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; trifluoroacetic acid; ascorbic acid; diothiothreitol; isopenicillin N synthetase; In dichloromethane;
DOI:10.1016/S0040-4020(01)88393-9