tert-butyl N-((1S)-1-benzyl-2-oxo-2-{[(1S)-1-phenylethyl]amino}ethyl)carbamate

Base Information

• Chemical Name: tert-butyl N-((1S)-1-benzyl-2-oxo-2-{[(1S)-1-phenylethyl]amino}ethyl)carbamate
• CAS No.: 146492-49-1
• Molecular Formula: C₂₂H₂₈N₂O₃
• Molecular Weight: 368.476

Synonyms:tert-butyl N-((1S)-1-benzyl-2-oxo-2-{[(1S)-1-phenylethyl]amino}ethyl)carbamate

Chemical Property of tert-butyl N-((1S)-1-benzyl-2-oxo-2-{[(1S)-1-phenylethyl]amino}ethyl)carbamate

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Technology Process of tert-butyl N-((1S)-1-benzyl-2-oxo-2-{[(1S)-1-phenylethyl]amino}ethyl)carbamate

There total 6 articles about tert-butyl N-((1S)-1-benzyl-2-oxo-2-{[(1S)-1-phenylethyl]amino}ethyl)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: 49.0%

(S)-1-phenyl-ethylamine (2627-86-3) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → tert-butyl N-((1S)-1-benzyl-2-oxo-2-{[(1S)-1-phenylethyl]amino}ethyl)carbamate (146492-49-1)

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; With 1,1'-carbonyldiimidazole; for 0.166667h; Milling; Green chemistry;

(S)-1-phenyl-ethylamine; for 0.5h; Milling; Green chemistry;

DOI:10.1002/chem.201501325

Reference yield: 49.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + (S)-(-)-α-methylbenzylamine hydrochloride (17279-30-0) → tert-butyl N-((1S)-1-benzyl-2-oxo-2-{[(1S)-1-phenylethyl]amino}ethyl)carbamate (146492-49-1)

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; With 1,1'-carbonyldiimidazole; In neat (no solvent); for 0.0833333h; Milling;

(S)-(-)-α-methylbenzylamine hydrochloride; In neat (no solvent); for 0.166667h; Milling;

DOI:10.1039/c2cc36352f

Reference yield: 47.0%

(S)-ethyl 3-(2-(tert-butoxycarbonylamino)-3-phenylpropanoylthio)propanoate + (S)-1-phenyl-ethylamine (2627-86-3) → tert-butyl N-((1S)-1-benzyl-2-oxo-2-{[(1S)-1-phenylethyl]amino}ethyl)carbamate (146492-49-1)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1002/adsc.201500426

upstream raw materials:

(S)-1-phenyl-ethylamine

N-tert-butoxycarbonyl-L-phenylalanine

N-t-butoxycarbonyl-L-phenylalanine 4-nitrophenyl ester

(S)-(-)-α-methylbenzylamine hydrochloride

Downstream raw materials:

(S)-2-Amino-3-phenyl-N-((S)-1-phenyl-ethyl)-propionamide

{(R)-2-(1-Formyl-1H-indol-3-yl)-1-[(S)-2-phenyl-1-((S)-1-phenyl-ethylcarbamoyl)-ethylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester

((1S,2R)-1-{(R)-2-(1-Formyl-1H-indol-3-yl)-1-[(S)-2-phenyl-1-((S)-1-phenyl-ethylcarbamoyl)-ethylcarbamoyl]-ethylcarbamoyl}-2-hydroxy-propyl)-carbamic acid tert-butyl ester

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