benzyl 6β-<(2R)-2-<3,4-bis(benzyloxycarbonyloxy)phenyl>-2-<(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino>>-6α-formamidopenicillanate

Base Information

• Chemical Name: benzyl 6β-<(2R)-2-<3,4-bis(benzyloxycarbonyloxy)phenyl>-2-<(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino>>-6α-formamidopenicillanate
• CAS No.: 130130-35-7
• Molecular Formula: C₄₇H₄₆N₆O₁₄S
• Molecular Weight: 950.98
• Mol file: 130130-35-7.mol

Synonyms:

Chemical Property of benzyl 6β-<(2R)-2-<3,4-bis(benzyloxycarbonyloxy)phenyl>-2-<(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino>>-6α-formamidopenicillanate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 6β-<(2R)-2-<3,4-bis(benzyloxycarbonyloxy)phenyl>-2-<(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino>>-6α-formamidopenicillanate

There total 3 articles about benzyl 6β-<(2R)-2-<3,4-bis(benzyloxycarbonyloxy)phenyl>-2-<(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino>>-6α-formamidopenicillanate 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:

(2R)-2-(3,4-dihydroxyphenyl)-2-<(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino>acetic acid (74955-73-0) → benzyl 6β-<(2R)-2-<3,4-bis(benzyloxycarbonyloxy)phenyl>-2-<(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino>>-6α-formamidopenicillanate (130130-35-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / aq. NaHCO₃ / tetrahydrofuran / 0.25 h / 25 - 30 °C / pH 8.0

With sodium hydrogencarbonate; In tetrahydrofuran;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → benzyl 6β-<(2R)-2-<3,4-bis(benzyloxycarbonyloxy)phenyl>-2-<(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino>>-6α-formamidopenicillanate (130130-35-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / aq. NaHCO₃ / tetrahydrofuran / 0.25 h / 25 - 30 °C / pH 8.0

With sodium hydrogencarbonate; In tetrahydrofuran;

Reference yield:

benzyl 6β-amino-6α-methylthiopenicillanate (40514-98-5) + N,N-bis(trimethylsilyl)formamide (15500-60-4) + (2R)-2-<3,4-bis(benzyloxycarbonyloxy)phenyl>-2-<(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino>acetic acid (130130-34-6) → benzyl 6β-<(2R)-2-<3,4-bis(benzyloxycarbonyloxy)phenyl>-2-<(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino>>-6α-formamidopenicillanate (130130-35-7)

Guidance literature:

Yield given. Multistep reaction;

upstream raw materials:

benzyl 6β-amino-6α-methylthiopenicillanate

N,N-bis(trimethylsilyl)formamide

(2R)-2-<3,4-bis(benzyloxycarbonyloxy)phenyl>-2-<(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino>acetic acid

(2R)-2-(3,4-dihydroxyphenyl)-2-<(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino>acetic acid

Downstream raw materials:

(3S,7S,7aR)-5-<(2R)-2-(3,4-dihydroxyphenyl)-2-<4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino>acetamido>-7-formamido-2,2-dimethyl-2,3,7,7a-tetrahydroimidazo<5,1-b>thiazole-3,7-dicarboxylic acid