(3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-4-methyl-2-<<(2S)-2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionyl>amino>pentanoyl>amino>butyric acid isopropyl ester

Base Information

Chemical Name:(3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-4-methyl-2-<<(2S)-2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionyl>amino>pentanoyl>amino>butyric acid isopropyl ester
CAS No.:137281-92-6
Molecular Formula:C₃₆H₄₉N₃O₆
Molecular Weight:619.802
Hs Code.:

(3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-4-methyl-2-<<(2S)-2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionyl>amino>pentanoyl>amino>butyric acid isopropyl ester

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Chemical Property of (3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-4-methyl-2-<<(2S)-2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionyl>amino>pentanoyl>amino>butyric acid isopropyl ester

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Technology Process of (3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-4-methyl-2-<<(2S)-2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionyl>amino>pentanoyl>amino>butyric acid isopropyl ester

There total 12 articles about (3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-4-methyl-2-<<(2S)-2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionyl>amino>pentanoyl>amino>butyric acid isopropyl 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:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 137281-92-6,139236-14-9,139236-21-8
(2S,3S)-4-Cyclohexyl-2-hydroxy-3-{(S)-4-methyl-2-[(S)-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionylamino]-pentanoylamino}-butyric acid isopropyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 2.) NaCNBH₃ / 1.) MeOH, 5 min, 2.) MeOH, reflux, overnight

2: isobutyl chloroformate, N-methylmorpholine / ethyl acetate / 0.08 h

3: N-methylmorpholine / ethyl acetate / 0.75 h / Ambient temperature

4: 93.4 percent / 1 N aq. NaOH / methanol

5: 1.) 1-hydroxybenzotriazole (HOBt), 2.) 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate (CMC) / 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) CH₂Cl₂, RT, overnight

With 4-methyl-morpholine; sodium hydroxide; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; sodium cyanoborohydride; benzotriazol-1-ol; isobutyl chloroformate; In methanol; ethyl acetate;
DOI:10.1021/jm00083a005

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 137281-92-6,139236-14-9,139236-21-8
(3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-4-methyl-2-<<(2S)-2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionyl>amino>pentanoyl>amino>butyric acid isopropyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 2.) NaCNBH₃ / 1.) MeOH, 5 min, 2.) MeOH, reflux, overnight

2: isobutyl chloroformate, N-methylmorpholine / ethyl acetate / 0.08 h

3: N-methylmorpholine / ethyl acetate / 0.75 h / Ambient temperature

4: 93.4 percent / 1 N aq. NaOH / methanol

5: 1.) 1-hydroxybenzotriazole (HOBt), 2.) 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate (CMC) / 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) CH₂Cl₂, RT, overnight

With 4-methyl-morpholine; sodium hydroxide; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; sodium cyanoborohydride; benzotriazol-1-ol; isobutyl chloroformate; In methanol; ethyl acetate;
DOI:10.1021/jm00083a005

Reference yield:

: 4122-56-9
methyl o-formylbenzoate

: 137281-92-6,139236-14-9,139236-21-8
(2S,3S)-4-Cyclohexyl-2-hydroxy-3-{(S)-4-methyl-2-[(S)-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionylamino]-pentanoylamino}-butyric acid isopropyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 2.) NaCNBH₃ / 1.) MeOH, 5 min, 2.) MeOH, reflux, overnight

2: isobutyl chloroformate, N-methylmorpholine / ethyl acetate / 0.08 h

3: N-methylmorpholine / ethyl acetate / 0.75 h / Ambient temperature

4: 93.4 percent / 1 N aq. NaOH / methanol

5: 1.) 1-hydroxybenzotriazole (HOBt), 2.) 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate (CMC) / 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) CH₂Cl₂, RT, overnight

With 4-methyl-morpholine; sodium hydroxide; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; sodium cyanoborohydride; benzotriazol-1-ol; isobutyl chloroformate; In methanol; ethyl acetate;
DOI:10.1021/jm00083a005