N-<1-phenyl-2(S)-amino-3(R)-hydroxybutan-4-yl>-L-phenylalanine (2(R)-hydroxy-1(S)-indanyl)amide

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Chemical Name:N-<1-phenyl-2(S)-amino-3(R)-hydroxybutan-4-yl>-L-phenylalanine (2(R)-hydroxy-1(S)-indanyl)amide
CAS No.:142580-71-0
Molecular Formula:C₂₈H₃₃N₃O₃
Molecular Weight:459.588
Hs Code.:

Synonyms:N-<1-phenyl-2(S)-amino-3(R)-hydroxybutan-4-yl>-L-phenylalanine (2(R)-hydroxy-1(S)-indanyl)amide

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Chemical Property of N-<1-phenyl-2(S)-amino-3(R)-hydroxybutan-4-yl>-L-phenylalanine (2(R)-hydroxy-1(S)-indanyl)amide

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Technology Process of N-<1-phenyl-2(S)-amino-3(R)-hydroxybutan-4-yl>-L-phenylalanine (2(R)-hydroxy-1(S)-indanyl)amide

There total 5 articles about N-<1-phenyl-2(S)-amino-3(R)-hydroxybutan-4-yl>-L-phenylalanine (2(R)-hydroxy-1(S)-indanyl)amide 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: 72.0%

: 142694-73-3
N-<1-phenyl-2(S)-<(tert-butoxycarbonyl)amino>-3(R)-hydroxybutan-4-yl>-L-phenylalanine (2(R)-hydroxy-1(S)-indanyl)amide

: 142580-71-0
N-<1-phenyl-2(S)-amino-3(R)-hydroxybutan-4-yl>-L-phenylalanine (2(R)-hydroxy-1(S)-indanyl)amide

Guidance literature:: With hydrogenchloride; In methanol; at 60 ℃; for 2h;
DOI:10.1021/jm00092a002

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 142580-71-0
N-<1-phenyl-2(S)-amino-3(R)-hydroxybutan-4-yl>-L-phenylalanine (2(R)-hydroxy-1(S)-indanyl)amide

Guidance literature:: Multi-step reaction with 4 steps

1: 5.50 g / 1-ethyl-3-<(3-dimethylamino)propyl>carbodiimide*HCl, 1-hydroxybenzotriazole hydrate, triethylamine / dimethylformamide / 18 h / Ambient temperature

2: 89 percent / trifluoroacetic acid / CHCl₃ / 3 h / Ambient temperature

3: 35 percent / W-200-N alumina / tetrahydrofuran; diethyl ether / 72 h / Ambient temperature

4: 72 percent / 2 N aq. HCl / methanol / 2 h / 60 °C

With hydrogenchloride; W-200-N alumina; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm00092a002

Reference yield:

: 7480-35-5,13286-59-4,74165-73-4,126456-43-7,136030-00-7,140632-19-5,140632-20-8
(1S,2R)-1-amino-2-indanol

: 142580-71-0
N-<1-phenyl-2(S)-amino-3(R)-hydroxybutan-4-yl>-L-phenylalanine (2(R)-hydroxy-1(S)-indanyl)amide

Guidance literature:: Multi-step reaction with 4 steps

1: 5.50 g / 1-ethyl-3-<(3-dimethylamino)propyl>carbodiimide*HCl, 1-hydroxybenzotriazole hydrate, triethylamine / dimethylformamide / 18 h / Ambient temperature

2: 89 percent / trifluoroacetic acid / CHCl₃ / 3 h / Ambient temperature

3: 35 percent / W-200-N alumina / tetrahydrofuran; diethyl ether / 72 h / Ambient temperature

4: 72 percent / 2 N aq. HCl / methanol / 2 h / 60 °C

With hydrogenchloride; W-200-N alumina; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm00092a002