(S)-N-(tert-butoxycarbonyl)-N'-carbethoxy-3,3-diaminopropionitrile

Base Information

• Chemical Name: (S)-N-(tert-butoxycarbonyl)-N'-carbethoxy-3,3-diaminopropionitrile
• CAS No.: 126898-52-0
• Molecular Formula: C₁₆H₂₁N₃O₄
• Molecular Weight: 319.36
• Mol file: 126898-52-0.mol

Synonyms:(S)-N-(tert-butoxycarbonyl)-N'-carbethoxy-3,3-diaminopropionitrile

Chemical Property of (S)-N-(tert-butoxycarbonyl)-N'-carbethoxy-3,3-diaminopropionitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-(tert-butoxycarbonyl)-N'-carbethoxy-3,3-diaminopropionitrile

There total 3 articles about (S)-N-(tert-butoxycarbonyl)-N'-carbethoxy-3,3-diaminopropionitrile 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:

N-tert-butyloxycarbonylasparagine (7536-55-2) → (S)-N-(tert-butoxycarbonyl)-N'-carbethoxy-3,3-diaminopropionitrile (126898-52-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / pyridine, dicyclohexylcarbodiimide / 3 h / 16 - 20 °C

2: 1) ethyl chloroformate, NEt₃, 2) NaN₃ / 1) acetone, cooling, 15 min, 2) H₂O, 30 min

3: benzene / 2.5 h / Heating

With pyridine; sodium azide; chloroformic acid ethyl ester; triethylamine; dicyclohexyl-carbodiimide; In benzene;

DOI:10.1021/jo00297a039

Reference yield:

(2S)-2-[(tert-butoxycarbonyl)amino]-3-cyanopropanoic acid (45159-34-0) → (S)-N-(tert-butoxycarbonyl)-N'-carbethoxy-3,3-diaminopropionitrile (126898-52-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) ethyl chloroformate, NEt₃, 2) NaN₃ / 1) acetone, cooling, 15 min, 2) H₂O, 30 min

2: benzene / 2.5 h / Heating

With sodium azide; chloroformic acid ethyl ester; triethylamine; In benzene;

DOI:10.1021/jo00297a039

Reference yield:

((S)-1-Azidocarbonyl-2-cyano-ethyl)-carbamic acid tert-butyl ester + benzyl alcohol (100-51-6,185532-71-2) → (S)-N-(tert-butoxycarbonyl)-N'-carbethoxy-3,3-diaminopropionitrile (126898-52-0)

Guidance literature:

In benzene; for 2.5h; Yield given; Heating;

DOI:10.1021/jo00297a039

upstream raw materials:

benzyl alcohol

N-tert-butyloxycarbonylasparagine

(2S)-2-[(tert-butoxycarbonyl)amino]-3-cyanopropanoic acid

Downstream raw materials:

(S)-N-(tert-butoxycarbonyl)-N'-carbobenzoxy-3,3-diaminopropionamide