{(S)-1-[(R)-1-(7-Amino-heptylcarbamoyl)-1-methyl-2-phenyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Base Information

Chemical Name:{(S)-1-[(R)-1-(7-Amino-heptylcarbamoyl)-1-methyl-2-phenyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester
CAS No.:176435-76-0
Molecular Formula:C₃₁H₄₆N₄O₄
Molecular Weight:538.731
Hs Code.:

Synonyms:{(S)-1-[(R)-1-(7-Amino-heptylcarbamoyl)-1-methyl-2-phenyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

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Chemical Property of {(S)-1-[(R)-1-(7-Amino-heptylcarbamoyl)-1-methyl-2-phenyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

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Technology Process of {(S)-1-[(R)-1-(7-Amino-heptylcarbamoyl)-1-methyl-2-phenyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

There total 6 articles about {(S)-1-[(R)-1-(7-Amino-heptylcarbamoyl)-1-methyl-2-phenyl-ethylcarbamoyl]-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: 76.0%

: 173436-03-8
{(S)-1-[(R)-1-(7-Azido-heptylcarbamoyl)-1-methyl-2-phenyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

: 176435-76-0
{(S)-1-[(R)-1-(7-Amino-heptylcarbamoyl)-1-methyl-2-phenyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: With hydrogen; Lindlar's catalyst; In ethanol; at 30 ℃; for 6h; under 2068.6 Torr;
DOI:10.1021/jm950892r

Reference yield:

: 19243-04-0
7-amino-1-heptanol

: 176435-76-0
{(S)-1-[(R)-1-(7-Amino-heptylcarbamoyl)-1-methyl-2-phenyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: DCCI, HOBt, DIPEA / dimethylformamide / 15 h

2: 359 mg / Et₃N, DMAP / CH₂Cl₂ / 15 h

3: 69 percent / NaN₃ / dimethylformamide / a) 60 deg C, 3 h, b) RT, 15 h

4: 76 percent / H₂ / Lindlar catalyst / ethanol / 6 h / 30 °C / 2068.6 Torr

With dmap; sodium azide; hydrogen; benzotriazol-1-ol; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; Lindlar's catalyst; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm950892r

Reference yield:

: 60142-89-4
7-[(tert-butoxycarbonyl)amino]heptanoic acid

: 176435-76-0
{(S)-1-[(R)-1-(7-Amino-heptylcarbamoyl)-1-methyl-2-phenyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) N-methylmorpholine, ethyl chloroformate, 2.) LiBH₄ / 1.) THF, 0 deg C, 1 h, 2.) THF, from 0 deg C to RT, 3 h

2: TFA / CH₂Cl₂ / 1 h

3: DCCI, HOBt, DIPEA / dimethylformamide / 15 h

4: 359 mg / Et₃N, DMAP / CH₂Cl₂ / 15 h

5: 69 percent / NaN₃ / dimethylformamide / a) 60 deg C, 3 h, b) RT, 15 h

6: 76 percent / H₂ / Lindlar catalyst / ethanol / 6 h / 30 °C / 2068.6 Torr

With 4-methyl-morpholine; dmap; lithium borohydride; sodium azide; hydrogen; chloroformic acid ethyl ester; benzotriazol-1-ol; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; Lindlar's catalyst; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm950892r