diphenylmethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-[(1-tritylpyrazol-4-yl)methylthio]-3-cephem-4-carboxylate

Base Information

• Chemical Name: diphenylmethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-[(1-tritylpyrazol-4-yl)methylthio]-3-cephem-4-carboxylate
• CAS No.: 163009-37-8
• Molecular Formula: C₆₇H₅₃N₇O₅S₃
• Molecular Weight: 1132.4
• Mol file: 163009-37-8.mol

Synonyms:diphenylmethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-[(1-tritylpyrazol-4-yl)methylthio]-3-cephem-4-carboxylate

Chemical Property of diphenylmethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-[(1-tritylpyrazol-4-yl)methylthio]-3-cephem-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diphenylmethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-[(1-tritylpyrazol-4-yl)methylthio]-3-cephem-4-carboxylate

There total 6 articles about diphenylmethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-[(1-tritylpyrazol-4-yl)methylthio]-3-cephem-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: 94.0%

4-benzoylthiomethyl-1-(trityl)pyrazole (163008-91-1) + 7β-acylcephem (163009-35-6) → Δ2 cephem + diphenylmethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-[(1-tritylpyrazol-4-yl)methylthio]-3-cephem-4-carboxylate (163009-37-8)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.7164/antibiotics.51.683

Reference yield:

4-hydroxymethyl-1-(triphenylmethyl)-pyrazole (88529-69-5) → diphenylmethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-[(1-tritylpyrazol-4-yl)methylthio]-3-cephem-4-carboxylate (163009-37-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 39 percent / PPh₃; DEAD / tetrahydrofuran

2: 93 percent / NaOMe / methanol; tetrahydrofuran; dimethylformamide / -65 °C

With sodium methylate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: Mitsunobu reaction / 2: substitution;

DOI:10.1016/S0968-0896(00)00266-2

Reference yield:

trityl chloride (76-83-5) → diphenylmethyl 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-(trityloxyimino)acetamido]-3-[(1-tritylpyrazol-4-yl)methylthio]-3-cephem-4-carboxylate (163009-37-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / dimethylformamide

2: 100 percent / LiAlH₄ / tetrahydrofuran

3: 66 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran

4: 94 percent / sodium methoxide / methanol

With lithium aluminium tetrahydride; sodium methylate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: Substitution / 2: Reduction / 3: Addition / 4: Substitution;

DOI:10.7164/antibiotics.51.683

upstream raw materials:

4-benzoylthiomethyl-1-(trityl)pyrazole

7β-acylcephem

4-hydroxymethyl-1-(triphenylmethyl)-pyrazole

trityl chloride