(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

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
• CAS No.: 139080-60-7
• Molecular Formula: C₃₆H₃₁N₇O₆S₄
• Molecular Weight: 785.949

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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

There total 6 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 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,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) → (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 (139080-60-7)

Guidance literature:

With methoxybenzene; trifluoroacetic acid; at 0 - 5 ℃; for 2h;

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 (139080-60-7)

Guidance literature:

Multi-step reaction with 4 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

4: trifluoroacetic acid, anisole / 2 h / 0 - 5 °C

With dihydrogen peroxide; sodium hydrogencarbonate; acetic acid; methoxybenzene; triethylamine; trifluoroacetic acid; 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 (139080-60-7)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: trifluoroacetic acid, anisole / 2 h / 0 - 5 °C

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

upstream 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 benzhydryl ester

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-{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 benzhydryl ester

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