N-(t-butoxycarbonyl)-D-penicillamine benzylamide

Base Information

• Chemical Name: N-(t-butoxycarbonyl)-D-penicillamine benzylamide
• CAS No.: 226899-04-3
• Molecular Formula: C₁₇H₂₆N₂O₃S
• Molecular Weight: 338.471

Synonyms:N-(t-butoxycarbonyl)-D-penicillamine benzylamide

Chemical Property of N-(t-butoxycarbonyl)-D-penicillamine benzylamide

Chemical Property:

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Technology Process of N-(t-butoxycarbonyl)-D-penicillamine benzylamide

There total 2 articles about N-(t-butoxycarbonyl)-D-penicillamine benzylamide 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: 95.0%

benzylamine (100-46-9) + Boc-D-Pen-OH (119222-62-7) → N-(t-butoxycarbonyl)-D-penicillamine benzylamide (226899-04-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; dimethylphosphinothioic chloride; In chloroform; Ambient temperature;

DOI:10.1246/bcsj.72.829

Reference yield: 79.0%

dichloromethane (75-09-2) + N-(t-butoxycarbonyl)-S-dimethylphosphinothioyl-D-penicillamine benzylamide → N-(t-butoxycarbonyl)-D-penicillamine benzylamide (226899-04-3) + [1-benzylcarbamoyl-2-(2-benzylcarbamoyl-2-tert-butoxycarbonylamino-1,1-dimethyl-ethylsulfanylmethylsulfanyl)-2-methyl-propyl]-carbamic acid tert-butyl ester

Guidance literature:

With tetrabutyl ammonium fluoride; for 4h; Ambient temperature;

DOI:10.1246/bcsj.72.829

Reference yield: 76.0%

dichloromethane (75-09-2) + N-(t-butoxycarbonyl)-D-penicillamine benzylamide (226899-04-3) → [1-benzylcarbamoyl-2-(2-benzylcarbamoyl-2-tert-butoxycarbonylamino-1,1-dimethyl-ethylsulfanylmethylsulfanyl)-2-methyl-propyl]-carbamic acid tert-butyl ester

Guidance literature:

With tetrabutyl ammonium fluoride; for 4h; Ambient temperature;

DOI:10.1246/bcsj.72.829

upstream raw materials:

dichloromethane

benzylamine

Boc-D-Pen-OH

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