diphenylmethyl 7-<2-(2-aminothiazol-4-yl)-2-<<(Z)-1-(tert-butoxycarbonyl)-1-methylethoxy>imino>acetamido>-3-<<(3-bromo-4,5-diacetoxybenzoyl)oxy>methyl>ceph-3-em-4-carboxylate

Base Information

• Chemical Name: diphenylmethyl 7-<2-(2-aminothiazol-4-yl)-2-<<(Z)-1-(tert-butoxycarbonyl)-1-methylethoxy>imino>acetamido>-3-<<(3-bromo-4,5-diacetoxybenzoyl)oxy>methyl>ceph-3-em-4-carboxylate
• CAS No.: 141613-43-6
• Molecular Formula: C₄₅H₄₄BrN₅O₁₃S₂
• Molecular Weight: 1006.91
• Mol file: 141613-43-6.mol

Synonyms:

Chemical Property of diphenylmethyl 7-<2-(2-aminothiazol-4-yl)-2-<<(Z)-1-(tert-butoxycarbonyl)-1-methylethoxy>imino>acetamido>-3-<<(3-bromo-4,5-diacetoxybenzoyl)oxy>methyl>ceph-3-em-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diphenylmethyl 7-<2-(2-aminothiazol-4-yl)-2-<<(Z)-1-(tert-butoxycarbonyl)-1-methylethoxy>imino>acetamido>-3-<<(3-bromo-4,5-diacetoxybenzoyl)oxy>methyl>ceph-3-em-4-carboxylate

There total 4 articles about diphenylmethyl 7-<2-(2-aminothiazol-4-yl)-2-<<(Z)-1-(tert-butoxycarbonyl)-1-methylethoxy>imino>acetamido>-3-<<(3-bromo-4,5-diacetoxybenzoyl)oxy>methyl>ceph-3-em-4-carboxylate 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: 68.0%

2-benzothiazolyl 2-(2-aminothiazol-4-yl)-2-<<1-(tert-butoxycarbonyl)-1-methylethoxy>imino>thioacetate (89604-92-2,158183-05-2) + (6R,7R)-7-Amino-3-(3,4-diacetoxy-5-bromo-benzoyloxymethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (141613-33-4) → diphenylmethyl 7-<2-(2-aminothiazol-4-yl)-2-<<(Z)-1-(tert-butoxycarbonyl)-1-methylethoxy>imino>acetamido>-3-<<(3-bromo-4,5-diacetoxybenzoyl)oxy>methyl>ceph-3-em-4-carboxylate (141613-43-6)

Guidance literature:

In dichloromethane; for 1h; Ambient temperature;

DOI:10.1021/jm00092a014

Reference yield:

3-hydroxymethyl-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester (29126-13-4) → diphenylmethyl 7-<2-(2-aminothiazol-4-yl)-2-<<(Z)-1-(tert-butoxycarbonyl)-1-methylethoxy>imino>acetamido>-3-<<(3-bromo-4,5-diacetoxybenzoyl)oxy>methyl>ceph-3-em-4-carboxylate (141613-43-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / 4-DMAP, Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

2: 1.) PCl₅, pyridine, 2.) butane-1,3-diol / 1.) CH₂Cl₂, a.) -20 deg C, 15 min, b.) RT, 1.5 h, 2.) CH₂Cl₂, -20 to RT, 1 h

3: 68 percent / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; dmap; 1.3-butanediol; phosphorus pentachloride; triethylamine; In dichloromethane;

DOI:10.1021/jm00092a014

Reference yield:

3-bromo-4,5-diacetoxybenzoyl chloride (122306-86-9) → diphenylmethyl 7-<2-(2-aminothiazol-4-yl)-2-<<(Z)-1-(tert-butoxycarbonyl)-1-methylethoxy>imino>acetamido>-3-<<(3-bromo-4,5-diacetoxybenzoyl)oxy>methyl>ceph-3-em-4-carboxylate (141613-43-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / 4-DMAP, Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

2: 1.) PCl₅, pyridine, 2.) butane-1,3-diol / 1.) CH₂Cl₂, a.) -20 deg C, 15 min, b.) RT, 1.5 h, 2.) CH₂Cl₂, -20 to RT, 1 h

3: 68 percent / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; dmap; 1.3-butanediol; phosphorus pentachloride; triethylamine; In dichloromethane;

DOI:10.1021/jm00092a014

upstream raw materials:

2-benzothiazolyl 2-(2-aminothiazol-4-yl)-2-<<1-(tert-butoxycarbonyl)-1-methylethoxy>imino>thioacetate

(6R,7R)-7-Amino-3-(3,4-diacetoxy-5-bromo-benzoyloxymethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

3-hydroxymethyl-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester

3-bromo-4,5-diacetoxybenzoyl chloride

Downstream raw materials:

7-{2-(2-aminothiazol-4-yl)-2-[(Z)-(1-carboxy-1-methylethoxy)imino]acetamido}-3-{[(3-bromo-4,5-dihydroxybenzoyl)oxy]methyl}ceph-3-em-4-carboxylic acid