6β-((Ξ)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-penicillanic acid

Base Information

• Chemical Name: 6β-((Ξ)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-penicillanic acid
• CAS No.: 3573-13-5
• Molecular Formula: C₂₁H₂₇N₃O₆S
• Molecular Weight: 449.528
• Mol file: 3573-13-5.mol

Synonyms:6β-((Ξ)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-penicillanic acid

Chemical Property of 6β-((Ξ)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-penicillanic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 6β-((Ξ)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-penicillanic acid

There total 3 articles about 6β-((Ξ)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-penicillanic 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:

6-Aminopenicillanic Acid (551-16-6) + 2-(tert-butoxycarbonylamino)-2-phenylacetic acid (2900-27-8,3601-66-9,14675-97-9,33125-05-2) → 6β-((Ξ)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-penicillanic acid (3573-13-5)

Guidance literature:

Multistep reaction; (i) ClCO₂Et, Et₃N, DMF, (ii) /BRN= 15080/, H₂O;

Reference yield:

tert-butyl fluoroformate (18595-34-1) + ampicillin (33993-48-5) → 6β-((Ξ)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-penicillanic acid (3573-13-5)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; at -10 ℃;

DOI:10.1515/bchm2.1976.357.2.1365

Reference yield:

tert-Butyl 4-nitrophenyl carbonate (13303-10-1) → 6β-((Ξ)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-penicillanic acid (3573-13-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. Na₂CO₃ / 2-methyl-propan-2-ol

2: (i) ClCO₂Et, Et₃N, DMF, (ii) /BRN= 15080/, H₂O

With sodium carbonate; In tert-butyl alcohol;

upstream raw materials:

6-Aminopenicillanic Acid

2-(tert-butoxycarbonylamino)-2-phenylacetic acid

tert-butyl fluoroformate

ampicillin