tert-butyl 1-(2-chloroethylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

Base Information

• Chemical Name: tert-butyl 1-(2-chloroethylamino)-1-oxo-3-phenylpropan-2-ylcarbamate
• CAS No.: 1579223-88-3
• Molecular Formula: C₁₆H₂₃ClN₂O₃
• Molecular Weight: 326.823
• Mol file: 1579223-88-3.mol

Synonyms:tert-butyl 1-(2-chloroethylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

Chemical Property of tert-butyl 1-(2-chloroethylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 1-(2-chloroethylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

There total 3 articles about tert-butyl 1-(2-chloroethylamino)-1-oxo-3-phenylpropan-2-ylcarbamate 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: 90.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + 2-chloroethanamine hydrochloride (870-24-6) → tert-butyl 1-(2-chloroethylamino)-1-oxo-3-phenylpropan-2-ylcarbamate (1579223-88-3)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In dichloromethane; at 0 - 20 ℃; for 4h; Inert atmosphere;

DOI:10.1039/c6cy00448b

Reference yield: 50.0%

(S)-tert-butyl (1-((2-hydroxyethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (87976-65-6) → tert-butyl 1-(2-chloroethylamino)-1-oxo-3-phenylpropan-2-ylcarbamate (1579223-88-3)

Guidance literature:

With tetrachloromethane; triphenylphosphine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/ml500088x

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → tert-butyl 1-(2-chloroethylamino)-1-oxo-3-phenylpropan-2-ylcarbamate (1579223-88-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.5 h / 0 °C

1.2: 3 h / 20 °C

2.1: triphenylphosphine; tetrachloromethane / dichloromethane / 2 h / 0 °C

With tetrachloromethane; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; In dichloromethane;

DOI:10.1021/ml500088x

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

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

2-chloroethanamine hydrochloride

Downstream raw materials:

2-(N-Boc-1-amino-2-phenethyl)-2-oxazoline