(S)-benzyl 3-((tert-butoxycarbonyl)amino)-3-cyanopropanoate

Base Information

• Chemical Name: (S)-benzyl 3-((tert-butoxycarbonyl)amino)-3-cyanopropanoate
• CAS No.: 1120367-11-4
• Molecular Formula: C₁₆H₂₀N₂O₄
• Molecular Weight: 304.346
• Mol file: 1120367-11-4.mol

Synonyms:(S)-benzyl 3-((tert-butoxycarbonyl)amino)-3-cyanopropanoate

Chemical Property of (S)-benzyl 3-((tert-butoxycarbonyl)amino)-3-cyanopropanoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (S)-benzyl 3-((tert-butoxycarbonyl)amino)-3-cyanopropanoate

There total 2 articles about (S)-benzyl 3-((tert-butoxycarbonyl)amino)-3-cyanopropanoate 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: 89.0%

N-t-butyloxycarbonyl-L-aspartic acid β-benzyl ester α-amide (87421-27-0) → (S)-benzyl 3-((tert-butoxycarbonyl)amino)-3-cyanopropanoate (1120367-11-4)

Guidance literature:

With pyridine; trifluoroacetic anhydride; In tetrahydrofuran; at -10 - 0 ℃; for 2h;

DOI:10.1080/00397910802374133

Reference yield:

BOC-L-aspartic acid 4-benzyl ester (7536-58-5,98482-77-0) → (S)-benzyl 3-((tert-butoxycarbonyl)amino)-3-cyanopropanoate (1120367-11-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 2 h / 0 °C

2: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 2 h / 0 °C

With pyridine; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran;

DOI:10.1002/anie.201604764

Reference yield: 68.0%

(S)-benzyl 3-((tert-butoxycarbonyl)amino)-3-cyanopropanoate (1120367-11-4) → C16H21N5O4 (1120367-20-5)

Guidance literature:

With sodium azide; zinc dibromide; In water; isopropyl alcohol; for 16h; Reflux;

DOI:10.1080/00397910802374133

upstream raw materials:

N-t-butyloxycarbonyl-L-aspartic acid β-benzyl ester α-amide

BOC-L-aspartic acid 4-benzyl ester

Downstream raw materials:

C₁₆H₂₁N₅O₄