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

Base Information

• Chemical Name: (S)-tert-butyl (1-((1-cyanocyclopropyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate
• CAS No.: 191033-19-9
• Molecular Formula: C₁₈H₂₃N₃O₃
• Molecular Weight: 329.399
• Mol file: 191033-19-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about (S)-tert-butyl (1-((1-cyanocyclopropyl)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: 98.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → (S)-tert-butyl (1-((1-cyanocyclopropyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (191033-19-9)

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 22 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b01870

Reference yield: 92.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + 1-aminocyclopropanecarbonitrile (196311-65-6) → (S)-tert-butyl (1-((1-cyanocyclopropyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (191033-19-9)

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 20h; Inert atmosphere;

DOI:10.1371/journal.pntd.0007755

Reference yield: 50.0%

ethyleneglycol sulfate (1072-53-3) + tert-butyl-(1-((cyanomethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (109924-24-5) → (S)-tert-butyl (1-((1-cyanocyclopropyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (191033-19-9)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 5h;

upstream raw materials:

ethyleneglycol sulfate

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

N-tert-butoxycarbonyl-L-phenylalanine

1-aminocyclopropanecarbonitrile

Downstream raw materials:

benzyl (S)-(1-((1-cyanocyclopropyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate