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

Base Information

Chemical Name:(6R,7R)-3-Methylcarbamoyloxymethyl-8-oxo-7-{2-[2-(trityl-amino)-thiazol-4-yl]-2-[(Z)-trityloxyimino]-acetylamino}-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
CAS No.:142967-07-5
Molecular Formula:C₆₆H₅₄N₆O₇S₂
Molecular Weight:1107.32
Hs Code.:

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

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

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

There total 7 articles about (6R,7R)-3-Methylcarbamoyloxymethyl-8-oxo-7-{2-[2-(trityl-amino)-thiazol-4-yl]-2-[(Z)-trityloxyimino]-acetylamino}-5-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:

: 27267-35-2
7-formylamino-3-acetoxymethyl-3-cephem-4-carboxylic acid

: 142967-07-5
(6R,7R)-3-Methylcarbamoyloxymethyl-8-oxo-7-{2-[2-(trityl-amino)-thiazol-4-yl]-2-[(Z)-trityloxyimino]-acetylamino}-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaOAc; phosphate buffer, wheat bran, 2.) 1M HCl / 1.) H₂O, 18 h, pH 6.5, 2.) CH₂Cl₂, H₂O, 20 deg C, 14 h, pH 2.8

2: 38 percent / Et₃N / tetrahydrofuran / 8 h / 50 °C

3: 62 percent / m-CPBA / ethyl acetate; tetrahydrofuran / 0.5 h / 0 °C

4: PCl₃ / dimethylformamide / -20 °C

5: 12M HCl / tetrahydrofuran; methanol / Ambient temperature

6: 1.) 1-hydroxybenzotriazole, DCC / 1.) DMF, 1 h, 2.) DMF

With hydrogenchloride; phosphate buffer; wheat bran; sodium acetate; benzotriazol-1-ol; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; phosphorus trichloride; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.47.1507

Reference yield:

: 957-68-6
7-Aminocephalosporanic acid

: 142967-07-5
(6R,7R)-3-Methylcarbamoyloxymethyl-8-oxo-7-{2-[2-(trityl-amino)-thiazol-4-yl]-2-[(Z)-trityloxyimino]-acetylamino}-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) acetic anhydride / 1.) 40 deg C, 30 min, 2.) r.t., 2 h

2: 1.) NaOAc; phosphate buffer, wheat bran, 2.) 1M HCl / 1.) H₂O, 18 h, pH 6.5, 2.) CH₂Cl₂, H₂O, 20 deg C, 14 h, pH 2.8

3: 38 percent / Et₃N / tetrahydrofuran / 8 h / 50 °C

4: 62 percent / m-CPBA / ethyl acetate; tetrahydrofuran / 0.5 h / 0 °C

5: PCl₃ / dimethylformamide / -20 °C

6: 12M HCl / tetrahydrofuran; methanol / Ambient temperature

7: 1.) 1-hydroxybenzotriazole, DCC / 1.) DMF, 1 h, 2.) DMF

With hydrogenchloride; phosphate buffer; wheat bran; sodium acetate; acetic anhydride; benzotriazol-1-ol; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; phosphorus trichloride; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.47.1507

Reference yield:

: 49599-37-3
diphenylmethyl 7-formamido-3-hydroxymethyl-Δ³-cephem-4-carboxylate

: 142967-07-5
(6R,7R)-3-Methylcarbamoyloxymethyl-8-oxo-7-{2-[2-(trityl-amino)-thiazol-4-yl]-2-[(Z)-trityloxyimino]-acetylamino}-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 38 percent / Et₃N / tetrahydrofuran / 8 h / 50 °C

2: 62 percent / m-CPBA / ethyl acetate; tetrahydrofuran / 0.5 h / 0 °C

3: PCl₃ / dimethylformamide / -20 °C

4: 12M HCl / tetrahydrofuran; methanol / Ambient temperature

5: 1.) 1-hydroxybenzotriazole, DCC / 1.) DMF, 1 h, 2.) DMF

With hydrogenchloride; benzotriazol-1-ol; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; phosphorus trichloride; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.47.1507