(6R,7R)-3-((E)-4-Hydroxy-but-2-enyl)-7-{2-[(Z)-methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Base Information

• Chemical Name: (6R,7R)-3-((E)-4-Hydroxy-but-2-enyl)-7-{2-[(Z)-methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester
• CAS No.: 157463-09-7
• Molecular Formula: C₄₄H₄₁N₅O₇S₂
• Molecular Weight: 815.971
• Mol file: 157463-09-7.mol

Synonyms:

Chemical Property of (6R,7R)-3-((E)-4-Hydroxy-but-2-enyl)-7-{2-[(Z)-methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R,7R)-3-((E)-4-Hydroxy-but-2-enyl)-7-{2-[(Z)-methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

There total 3 articles about (6R,7R)-3-((E)-4-Hydroxy-but-2-enyl)-7-{2-[(Z)-methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl 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:

para-methoxybenzyl (6R,7R)-7-amino-3-chloromethyl-3-cephem-4-carboxylate hydrochloride → (6R,7R)-3-((E)-4-Hydroxy-but-2-enyl)-7-{2-[(Z)-methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester (157463-09-7)

Guidance literature:

Multi-step reaction with 2 steps

1: BSA, PCl₅, Pyr / CH₂Cl₂

2: tri(2-furyl)phosphine, Pd(dba)2 / tetrahydrofuran

With pyridine; benzenesulfonamide; trifuran-2-yl-phosphane; phosphorus pentachloride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;

DOI:10.7164/antibiotics.49.1179

Reference yield:

2-(2-aminothiazol-4-yl)-2-(methoxy)iminoacetic acid (64485-90-1) → (6R,7R)-3-((E)-4-Hydroxy-but-2-enyl)-7-{2-[(Z)-methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester (157463-09-7)

Guidance literature:

Multi-step reaction with 2 steps

1: BSA, PCl₅, Pyr / CH₂Cl₂

2: tri(2-furyl)phosphine, Pd(dba)2 / tetrahydrofuran

With pyridine; benzenesulfonamide; trifuran-2-yl-phosphane; phosphorus pentachloride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;

DOI:10.7164/antibiotics.49.1179

Reference yield:

(E)-3-(tri-n-butylstannyl)-2-propen-1-ol (82994-41-0,81925-29-3,74141-12-1,74141-13-2) + 4-methoxybenzyl-(Z)-3-(chloromethyl)-7-(2-(methoxyimino)-2-(2-(tritylamino)thiazol-4-yl)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (116252-38-1) → (6R,7R)-3-((E)-4-Hydroxy-but-2-enyl)-7-{2-[(Z)-methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester (157463-09-7)

Guidance literature:

With trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran;

DOI:10.7164/antibiotics.49.1179

upstream raw materials:

(E)-3-(tri-n-butylstannyl)-2-propen-1-ol

4-methoxybenzyl-(Z)-3-(chloromethyl)-7-(2-(methoxyimino)-2-(2-(tritylamino)thiazol-4-yl)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

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

Downstream raw materials:

(6R,7R)-3-[(E)-4-(Diphenoxy-phosphoryloxy)-but-2-enyl]-7-{2-[(Z)-methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

(6R,7R)-3-((E)-Buta-1,3-dienyl)-7-{2-[(Z)-methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester