(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-trityloxyimino]-acetylamino}-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (S)-1-(2,2-dimethyl-propionyloxy)-ethyl ester

Base Information

• Chemical Name: (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-trityloxyimino]-acetylamino}-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (S)-1-(2,2-dimethyl-propionyloxy)-ethyl ester
• CAS No.: 152401-10-0
• Molecular Formula: C₄₀H₄₁N₅O₈S₂
• Molecular Weight: 783.926

Synonyms:(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-trityloxyimino]-acetylamino}-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (S)-1-(2,2-dimethyl-propionyloxy)-ethyl ester

Chemical Property of (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-trityloxyimino]-acetylamino}-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (S)-1-(2,2-dimethyl-propionyloxy)-ethyl ester

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Technology Process of (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-trityloxyimino]-acetylamino}-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (S)-1-(2,2-dimethyl-propionyloxy)-ethyl ester

There total 5 articles about (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-trityloxyimino]-acetylamino}-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (S)-1-(2,2-dimethyl-propionyloxy)-ethyl 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:

trityl chloride (76-83-5) → (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-trityloxyimino]-acetylamino}-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (S)-1-(2,2-dimethyl-propionyloxy)-ethyl ester (152401-10-0)

Guidance literature:

Multi-step reaction with 3 steps

2: 1.) Ph₃P / 1.) CH₂Cl₂, r.t., 40 min, 2.) r.t., 1.5 h

3: dimethylformamide; propan-1-ol / 2 h / Ambient temperature

With triphenylphosphine; In propan-1-ol; N,N-dimethyl-formamide;

DOI:10.1002/jlac.199619961107

Reference yield:

(Z)-(2-aminothiazol-4-yl)-2-trityloxyiminoacetic acid N,N-dimethylacetamide solvate → (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-trityloxyimino]-acetylamino}-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (S)-1-(2,2-dimethyl-propionyloxy)-ethyl ester (152401-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Ph₃P / 1.) CH₂Cl₂, r.t., 40 min, 2.) r.t., 1.5 h

2: dimethylformamide; propan-1-ol / 2 h / Ambient temperature

With triphenylphosphine; In propan-1-ol; N,N-dimethyl-formamide;

DOI:10.1002/jlac.199619961107

Reference yield:

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate (64485-82-1) → (6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-trityloxyimino]-acetylamino}-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (S)-1-(2,2-dimethyl-propionyloxy)-ethyl ester (152401-10-0)

Guidance literature:

Multi-step reaction with 3 steps

2: 1.) Ph₃P / 1.) CH₂Cl₂, r.t., 40 min, 2.) r.t., 1.5 h

3: dimethylformamide; propan-1-ol / 2 h / Ambient temperature

With triphenylphosphine; In propan-1-ol; N,N-dimethyl-formamide;

DOI:10.1002/jlac.199619961107

upstream raw materials:

S-(2-benzothiazolyl) 2-(2-aminothiazol-4-yl)-2(Z)-trityloxyiminothioacetate

trityl chloride

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

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