tert-butyl-(1-((cyanomethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Base Information

• Chemical Name: tert-butyl-(1-((cyanomethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate
• CAS No.: 109924-24-5
• Molecular Formula: C₁₆H₂₁N₃O₃
• Molecular Weight: 303.361
• Mol file: 109924-24-5.mol

Synonyms:tert-butyl-(1-((cyanomethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Chemical Property of tert-butyl-(1-((cyanomethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl-(1-((cyanomethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

There total 8 articles about tert-butyl-(1-((cyanomethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate 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: 92.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + 2-aminoacetonitrile hydrochloride → tert-butyl-(1-((cyanomethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (109924-24-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1039/C8CP03320J

Reference yield: 84.0%

2-aminoacetonitrile hydrochloride (6011-14-9) + Boc-Phe-ONSu (3674-06-4) → tert-butyl-(1-((cyanomethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (109924-24-5)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; Ambient temperature;

DOI:10.1002/hlca.19860690530

Reference yield: 83.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + cyanomethylamine sulfate (151-63-3) → tert-butyl-(1-((cyanomethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (109924-24-5)

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; With triethylamine; isobutyl chloroformate; In tetrahydrofuran; at -25 ℃; for 0.5h; Inert atmosphere;

cyanomethylamine sulfate; In tetrahydrofuran; water; at -25 - 20 ℃; for 2h;

DOI:10.1016/j.bmc.2014.06.001

upstream raw materials:

2-aminoacetonitrile hydrochloride

Boc-Phe-ONSu

N-tert-butoxycarbonyl-L-phenylalanine

benzyl bromide

Downstream raw materials:

L-phenylalanyl-glycine-nitrile

acetonitrile