N^α,N^α-bis(tert-butoxycarbonyl)-(S)-β-aspartyl-(S)-phenylalanine dimethyl ester

Base Information

• Chemical Name: N^α,N^α-bis(tert-butoxycarbonyl)-(S)-β-aspartyl-(S)-phenylalanine dimethyl ester
• CAS No.: 135339-70-7
• Molecular Formula: C₂₅H₃₆N₂O₉
• Molecular Weight: 508.569

Synonyms:N^α,N^α-bis(tert-butoxycarbonyl)-(S)-β-aspartyl-(S)-phenylalanine dimethyl ester

Chemical Property of N^α,N^α-bis(tert-butoxycarbonyl)-(S)-β-aspartyl-(S)-phenylalanine dimethyl ester

Chemical Property:

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Technology Process of N^α,N^α-bis(tert-butoxycarbonyl)-(S)-β-aspartyl-(S)-phenylalanine dimethyl ester

There total 2 articles about N^α,N^α-bis(tert-butoxycarbonyl)-(S)-β-aspartyl-(S)-phenylalanine dimethyl ester 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: 57.0%

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) + Nα,Nα,N,N-tetrakis(tert-butoxycarbonyl)-(S)-asparagine methyl ester (135339-68-3) → Nα,Nα-bis(tert-butoxycarbonyl)-(S)-β-aspartyl-(S)-phenylalanine dimethyl ester (135339-70-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 16h; Heating;

DOI:10.1021/jo00018a059

Reference yield:

Nα-(tert-butoxycarbonyl)-(S)-asparagine methyl ester (124842-28-0) → Nα,Nα-bis(tert-butoxycarbonyl)-(S)-β-aspartyl-(S)-phenylalanine dimethyl ester (135339-70-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / DMAP, NEt₃ / 1,2-dichloro-ethane / 75 °C

2: 57 percent / NEt₃, DMAP / CH₂Cl₂ / 16 h / Heating

With dmap; triethylamine; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/jo00018a059

upstream raw materials:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N^α,N^α,N,N-tetrakis(tert-butoxycarbonyl)-(S)-asparagine methyl ester

N^α-(tert-butoxycarbonyl)-(S)-asparagine methyl ester

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