5(S)-(Boc-amino)-4(S)-hydroxy-6-phenyl-2(R)-[(p-benzyloxyphenyl)methyl]-hexanoic acid

Base Information

Chemical Name:5(S)-(Boc-amino)-4(S)-hydroxy-6-phenyl-2(R)-[(p-benzyloxyphenyl)methyl]-hexanoic acid
CAS No.:142526-87-2
Molecular Formula:C₃₁H₃₇NO₆
Molecular Weight:519.638
Hs Code.:

Synonyms:5(S)-(Boc-amino)-4(S)-hydroxy-6-phenyl-2(R)-[(p-benzyloxyphenyl)methyl]-hexanoic acid

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Chemical Property of 5(S)-(Boc-amino)-4(S)-hydroxy-6-phenyl-2(R)-[(p-benzyloxyphenyl)methyl]-hexanoic acid

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Technology Process of 5(S)-(Boc-amino)-4(S)-hydroxy-6-phenyl-2(R)-[(p-benzyloxyphenyl)methyl]-hexanoic acid

There total 2 articles about 5(S)-(Boc-amino)-4(S)-hydroxy-6-phenyl-2(R)-[(p-benzyloxyphenyl)methyl]-hexanoic acid 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:

: 126410-43-3
(3R,5S,1'S)-3-(4-benzyloxyphenylmethyl)-5-(1((1,1-dimethylethoxycarbonyl)amino)-2-phenylethyl)-dihydrofuran-2-(3H)-one

: 142526-87-2
5(S)-(Boc-amino)-4(S)-hydroxy-6-phenyl-2(R)-[(p-benzyloxyphenyl)methyl]-hexanoic acid

Guidance literature:: With lithium hydroxide; citric acid; In methanol; 1,2-dimethoxyethane; dichloromethane; water;

Reference yield:

: 3(R)-<<4-(benzyloxy)phenyl>methyl>-5(S)-<1'-(S)-<(tert-butyloxycarbonyl)amino>-2-phenylethyl>dihydrofuran-2(3H)-one

: 142526-87-2
5(S)-(Boc-amino)-4(S)-hydroxy-6-phenyl-2(R)-[(p-benzyloxyphenyl)methyl]-hexanoic acid

Guidance literature:: With lithium hydroxide; In 1,2-dimethoxyethane; for 3h;
DOI:10.1021/jm00088a003

Reference yield:

: 142526-87-2
5(S)-(Boc-amino)-4(S)-hydroxy-6-phenyl-2(R)-[(p-benzyloxyphenyl)methyl]-hexanoic acid

: 140468-62-8
N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-<(tert-butyloxycarbonyl)amino>-4(S)-hydroxy-6-phenyl-2(R)-<<4-(2-hydroxyethoxy)phenyl>methyl>hexanamide

Guidance literature:: Multi-step reaction with 6 steps

1: imidazole / dimethylformamide / 108 h

2: 66 percent / 1-hydroxybenzotriazole hydrate, dimethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, N-methylmorpholine / dimethylformamide / 17 h

3: 8.5 g / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h

4: 98 percent / H₂ / 10percent Pd/C / tetrahydrofuran; methanol / 96 h

5: 96 percent / Cs₂CO₃ / dioxane / 24 h / 80 °C

6: 100 percent / lithium borohydride / 1,2-dimethoxy-ethane; tetrahydrofuran / 2 h / Ambient temperature

With 4-methyl-morpholine; 1H-imidazole; lithium borohydride; dimethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride; tetrabutyl ammonium fluoride; hydrogen; caesium carbonate; 1-hydroxybenzotriazol-hydrate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00088a003