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

Base Information

Chemical Name:N-<1-phenyl-2(S)-<amino>-3(R)-hydroxybutan-4-yl>-L-phenylalanine (2(R)-hydroxy-1(S)-indanyl)amide
CAS No.:142580-74-3
Molecular Formula:C₄₂H₄₄N₆O₆
Molecular Weight:728.848
Hs Code.:

N-<1-phenyl-2(S)-<<N-(2-quinolylcarbonyl)-L-asparaginyl>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 7 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:

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

: 142580-74-3
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 7 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

5: 84 percent / 3-hydroxy-1,2,3-benzotriazin-4(3H)-one (HOOBT), 1-ethyl-3-<(3-dimethylamino)propyl>carbodiimide*HCl, diisopropylethylamine / ethyl acetate; CH₂Cl₂ / 18 h / Ambient temperature

6: 97 percent / trifluoroacetic acid / 1 h / 0 °C

7: 56 percent / 1-hydroxybenzotriazole hydrate, 1-ethyl-3-<(3-dimethylamino)propyl>carbodiimide*HCl, triethylamine / dimethylformamide / 6 h / Ambient temperature

With hydrogenchloride; W-200-N alumina; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; ethyl acetate; 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

: 142580-74-3
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 7 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

5: 84 percent / 3-hydroxy-1,2,3-benzotriazin-4(3H)-one (HOOBT), 1-ethyl-3-<(3-dimethylamino)propyl>carbodiimide*HCl, diisopropylethylamine / ethyl acetate; CH₂Cl₂ / 18 h / Ambient temperature

6: 97 percent / trifluoroacetic acid / 1 h / 0 °C

7: 56 percent / 1-hydroxybenzotriazole hydrate, 1-ethyl-3-<(3-dimethylamino)propyl>carbodiimide*HCl, triethylamine / dimethylformamide / 6 h / Ambient temperature

With hydrogenchloride; W-200-N alumina; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm00092a002

Reference yield:

: 140468-56-0
(L)-phenylalanine <2(R)-hydroxy-1(S)-indanyl>amide

: 142580-74-3
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 5 steps

1: 35 percent / W-200-N alumina / tetrahydrofuran; diethyl ether / 72 h / Ambient temperature

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

3: 84 percent / 3-hydroxy-1,2,3-benzotriazin-4(3H)-one (HOOBT), 1-ethyl-3-<(3-dimethylamino)propyl>carbodiimide*HCl, diisopropylethylamine / ethyl acetate; CH₂Cl₂ / 18 h / Ambient temperature

4: 97 percent / trifluoroacetic acid / 1 h / 0 °C

5: 56 percent / 1-hydroxybenzotriazole hydrate, 1-ethyl-3-<(3-dimethylamino)propyl>carbodiimide*HCl, triethylamine / dimethylformamide / 6 h / Ambient temperature

With hydrogenchloride; W-200-N alumina; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm00092a002