(6R,7R)-7-{2-[(Z)-Methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Base Information

• Chemical Name: (6R,7R)-7-{2-[(Z)-Methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
• CAS No.: 139112-06-4
• Molecular Formula: C₄₉H₄₁N₇O₆S₄
• Molecular Weight: 952.172

Synonyms:

Chemical Property of (6R,7R)-7-{2-[(Z)-Methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of (6R,7R)-7-{2-[(Z)-Methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

There total 4 articles about (6R,7R)-7-{2-[(Z)-Methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 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:

2-(2-tritylamino-4-thiazolyl)-2-methoxyiminoacetyl chloride (76609-91-1) → (6R,7R)-7-{2-[(Z)-Methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-5,8-dioxo-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (139112-06-4)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaHCO₃, Et₃N / acetone / 1.5 h

2: 74 percent / CH₂Cl₂; methanol / 2 h / Ambient temperature

3: 82 percent / 30percent aq. H₂O₂, acetic acid / CH₂Cl₂ / 24 h / Ambient temperature

With dihydrogen peroxide; sodium hydrogencarbonate; acetic acid; triethylamine; In methanol; dichloromethane; acetone;

Reference yield:

(6R,7R)-7-{2-[(Z)-Methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (65083-35-4) → (6R,7R)-7-{2-[(Z)-Methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-5,8-dioxo-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (139112-06-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / CH₂Cl₂; methanol / 2 h / Ambient temperature

2: 82 percent / 30percent aq. H₂O₂, acetic acid / CH₂Cl₂ / 24 h / Ambient temperature

With dihydrogen peroxide; acetic acid; In methanol; dichloromethane;

Reference yield:

(6R,7R)-7-amino-3-(5-methyl-1,3,4-thiadiazol-2-ylthiomethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (30246-33-4) → (6R,7R)-7-{2-[(Z)-Methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-5,8-dioxo-5λ4-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (139112-06-4)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaHCO₃, Et₃N / acetone / 1.5 h

2: 74 percent / CH₂Cl₂; methanol / 2 h / Ambient temperature

3: 82 percent / 30percent aq. H₂O₂, acetic acid / CH₂Cl₂ / 24 h / Ambient temperature

With dihydrogen peroxide; sodium hydrogencarbonate; acetic acid; triethylamine; In methanol; dichloromethane; acetone;

upstream raw materials:

2-(2-tritylamino-4-thiazolyl)-2-methoxyiminoacetyl chloride

(6R,7R)-7-{2-[(Z)-Methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R,7R)-7-amino-3-(5-methyl-1,3,4-thiadiazol-2-ylthiomethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

2-(2-aminothiazol-4-yl)-2-(methoxy)iminoacetic acid

Downstream raw materials:

(6R,7R)-7-{2-[(Z)-Methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-5,8-dioxo-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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