(R)-5,5,8-Trioxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2,3-dicarboxylic acid 2-benzhydryl ester

Base Information

• Chemical Name: (R)-5,5,8-Trioxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2,3-dicarboxylic acid 2-benzhydryl ester
• CAS No.: 460739-50-8
• Molecular Formula: C₂₇H₂₀N₂O₇S
• Molecular Weight: 516.531

Synonyms:(R)-5,5,8-Trioxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2,3-dicarboxylic acid 2-benzhydryl ester

Chemical Property of (R)-5,5,8-Trioxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2,3-dicarboxylic acid 2-benzhydryl ester

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Technology Process of (R)-5,5,8-Trioxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2,3-dicarboxylic acid 2-benzhydryl ester

There total 3 articles about (R)-5,5,8-Trioxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2,3-dicarboxylic acid 2-benzhydryl 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: 78.0%

(R)-3-Formyl-5,5,8-trioxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5λ6-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (460739-53-1) → (R)-5,5,8-Trioxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5λ6-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2,3-dicarboxylic acid 2-benzhydryl ester (460739-50-8)

Guidance literature:

With sodium chlorite; aminosulfonic acid; In methanol; water;

DOI:10.1016/S0960-894X(02)00205-6

Reference yield:

(R)-3-Allyloxycarbonyloxymethyl-8-oxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester → (R)-5,5,8-Trioxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5λ6-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2,3-dicarboxylic acid 2-benzhydryl ester (460739-50-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: mCPBA

2.1: Bu₃SnH; AcOH / Pd / CH₂Cl₂

2.2: 72 percent / NaHCO₃; Dess-Martin reagent / CH₂Cl₂

3.1: 78 percent / NaClO₂; H₂NSO₃H / methanol; H₂O

With sodium chlorite; aminosulfonic acid; tri-n-butyl-tin hydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; palladium; In methanol; dichloromethane; water;

DOI:10.1016/S0960-894X(02)00205-6

Reference yield:

(R)-3-Allyloxycarbonyloxymethyl-5,5,8-trioxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5λ6-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (460739-52-0) → (R)-5,5,8-Trioxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5λ6-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2,3-dicarboxylic acid 2-benzhydryl ester (460739-50-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Bu₃SnH; AcOH / Pd / CH₂Cl₂

1.2: 72 percent / NaHCO₃; Dess-Martin reagent / CH₂Cl₂

2.1: 78 percent / NaClO₂; H₂NSO₃H / methanol; H₂O

With sodium chlorite; aminosulfonic acid; tri-n-butyl-tin hydride; acetic acid; palladium; In methanol; dichloromethane; water;

DOI:10.1016/S0960-894X(02)00205-6

upstream raw materials:

(R)-3-Formyl-5,5,8-trioxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

(R)-3-Allyloxycarbonyloxymethyl-5,5,8-trioxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

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