7β-<(R)-2-<3-(3,4-dihydroxybenzoyl)-3-methylureido>-2-phenylacetamido>-7α-methoxy-3-<(1-methyl-1H-tetrazol-5-yl)thiomethyl>-3-cephem-4-carboxylic acid

Base Information

• Chemical Name: 7β-<(R)-2-<3-(3,4-dihydroxybenzoyl)-3-methylureido>-2-phenylacetamido>-7α-methoxy-3-<(1-methyl-1H-tetrazol-5-yl)thiomethyl>-3-cephem-4-carboxylic acid
• CAS No.: 77127-99-2
• Molecular Formula: C₂₈H₂₈N₈O₉S₂
• Molecular Weight: 684.711
• Mol file: 77127-99-2.mol

Synonyms:

Chemical Property of 7β-<(R)-2-<3-(3,4-dihydroxybenzoyl)-3-methylureido>-2-phenylacetamido>-7α-methoxy-3-<(1-methyl-1H-tetrazol-5-yl)thiomethyl>-3-cephem-4-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7β-<(R)-2-<3-(3,4-dihydroxybenzoyl)-3-methylureido>-2-phenylacetamido>-7α-methoxy-3-<(1-methyl-1H-tetrazol-5-yl)thiomethyl>-3-cephem-4-carboxylic acid

There total 4 articles about 7β-<(R)-2-<3-(3,4-dihydroxybenzoyl)-3-methylureido>-2-phenylacetamido>-7α-methoxy-3-<(1-methyl-1H-tetrazol-5-yl)thiomethyl>-3-cephem-4-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: 81.0%

7β-<(R)-2-<3-(3,4-diacetoxybenzoyl)-3-methylureido>-2-phenylacetamido>-7α-methoxy-3-<(1-methyl-1H-tetrazol-5-yl)thiomethyl>-3-cephem-4-carboxylic acid (77119-51-8) → 7β-<(R)-2-<3-(3,4-dihydroxybenzoyl)-3-methylureido>-2-phenylacetamido>-7α-methoxy-3-<(1-methyl-1H-tetrazol-5-yl)thiomethyl>-3-cephem-4-carboxylic acid (77127-99-2,79125-29-4)

Guidance literature:

With 2-(Diethylamino)ethanol; In N,N-dimethyl-formamide; for 5h; Ambient temperature;

DOI:10.1248/cpb.35.1903

Reference yield:

(R)-2-<3-(3,4-diacetoxybenzoyl)-3-methylureido>-2-phenylacetic acid (98043-87-9) → 7β-<(R)-2-<3-(3,4-dihydroxybenzoyl)-3-methylureido>-2-phenylacetamido>-7α-methoxy-3-<(1-methyl-1H-tetrazol-5-yl)thiomethyl>-3-cephem-4-carboxylic acid (77127-99-2,79125-29-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) ethyl chloroformate/N-methylmorpholine / 1.) CH₂Cl₂, -15 to -10 deg C,1 h; 2.) CH₂Cl₂, -15 to -10 deg C, 2 h

2: 80 percent / trifluoroacetic acid / CH₂Cl₂; various solvent(s) / 0.5 h / 5 °C

3: 81 percent / 2-diethylaminoethanol / dimethylformamide / 5 h / Ambient temperature

With 4-methyl-morpholine; chloroformic acid ethyl ester; 2-(Diethylamino)ethanol; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.35.1903

Reference yield:

diphenylmethyl 7β-<(R)-2-<3-(3,4-diacetoxybenzoyl)-3-methylureido>-2-phenylacetamido>-7α-methoxy-3-<(1-methyl-1H-tetrazol-5-yl)thiomethyl>-3-cephem-4-carboxylate (79673-48-6) → 7β-<(R)-2-<3-(3,4-dihydroxybenzoyl)-3-methylureido>-2-phenylacetamido>-7α-methoxy-3-<(1-methyl-1H-tetrazol-5-yl)thiomethyl>-3-cephem-4-carboxylic acid (77127-99-2,79125-29-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / trifluoroacetic acid / CH₂Cl₂; various solvent(s) / 0.5 h / 5 °C

2: 81 percent / 2-diethylaminoethanol / dimethylformamide / 5 h / Ambient temperature

With 2-(Diethylamino)ethanol; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.35.1903

upstream raw materials:

7β-<(R)-2-<3-(3,4-diacetoxybenzoyl)-3-methylureido>-2-phenylacetamido>-7α-methoxy-3-<(1-methyl-1H-tetrazol-5-yl)thiomethyl>-3-cephem-4-carboxylic acid

(R)-2-<3-(3,4-diacetoxybenzoyl)-3-methylureido>-2-phenylacetic acid

diphenylmethyl 7β-<(R)-2-<3-(3,4-diacetoxybenzoyl)-3-methylureido>-2-phenylacetamido>-7α-methoxy-3-<(1-methyl-1H-tetrazol-5-yl)thiomethyl>-3-cephem-4-carboxylate

diphenylmethyl 7β-amino-7α-methoxy-3-<(1-methyl-1H-tetrazol-5-yl)thiomethyl>-3-cephem-4-carboxylate