[(S)-1-(4-cyano-benzylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(S)-1-(4-cyano-benzylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester
• CAS No.: 1417694-09-7
• Molecular Formula: C₂₂H₂₅N₃O₃
• Molecular Weight: 379.459

Synonyms:[(S)-1-(4-cyano-benzylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

Chemical Property of [(S)-1-(4-cyano-benzylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

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Technology Process of [(S)-1-(4-cyano-benzylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

There total 3 articles about [(S)-1-(4-cyano-benzylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester 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) + 4-cyanobenzylamine hydrochloride (15996-76-6) → [(S)-1-(4-cyano-benzylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester (1417694-09-7)

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; With 4-methyl-morpholine; triethylamine; isobutyl chloroformate; In tetrahydrofuran; at -25 ℃; for 0.25h;

4-cyanobenzylamine hydrochloride; In tetrahydrofuran; at -25 - 20 ℃;

DOI:10.1002/cmdc.201500319

Reference yield: 86.0%

4-cyanobenzylamine hydrochloride (15996-76-6) + Boc-Phe-ONSu (3674-06-4) → [(S)-1-(4-cyano-benzylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester (1417694-09-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 18h;

Reference yield:

Boc-Phe-O-COO-isoBu (67729-36-6,60398-40-5) + 4-cyanobenzylamine hydrochloride (15996-76-6) → [(S)-1-(4-cyano-benzylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester (1417694-09-7)

Guidance literature:

In tetrahydrofuran; at -30 - 20 ℃; for 2h;

DOI:10.1016/j.bmc.2012.08.042

upstream raw materials:

Boc-Phe-O-COO-isoBu

4-cyanobenzylamine hydrochloride

Boc-Phe-ONSu

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

(S)-1-(4-cyanobenzylamino)-1-oxo-3-phenylpropan-2-aminium chloride

{(R)-1-[(S)-1-(4-cyano-benzylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-cyclohexyl-ethyl}-carbamic acid tert-butyl ester

{(R)-1-[(S)-1-(4-cyano-benzylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-cyclohexyl-ethylamino}-acetic acid tert-butyl ester

((R)-1-{(S)-1-[4-(tert-butoxycarbonylamino-methyl)-benzylcarbamoyl]-2-phenyl-ethylcarbamoyl}-2-cyclohexyl-ethylamino)-acetic acid tert-butyl ester

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