(3S,4S)-4-((S)-2-Amino-3-thiazol-4-yl-propionylamino)-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide

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Chemical Name:(3S,4S)-4-((S)-2-Amino-3-thiazol-4-yl-propionylamino)-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide
CAS No.:119357-93-6
Molecular Formula:C₂₃H₃₉N₅O₄S
Molecular Weight:481.66
Hs Code.:

Synonyms:(3S,4S)-4-((S)-2-Amino-3-thiazol-4-yl-propionylamino)-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide

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Chemical Property of (3S,4S)-4-((S)-2-Amino-3-thiazol-4-yl-propionylamino)-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide

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Technology Process of (3S,4S)-4-((S)-2-Amino-3-thiazol-4-yl-propionylamino)-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide

There total 11 articles about (3S,4S)-4-((S)-2-Amino-3-thiazol-4-yl-propionylamino)-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-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

: 119357-93-6
(3S,4S)-4-((S)-2-Amino-3-thiazol-4-yl-propionylamino)-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide

Guidance literature:: Multi-step reaction with 8 steps

1: 1) N,N'-carbonyldiimidazole / 1) tetrahydrofuran, 30 min, 2) tetrahydrofuran, dimethyl sulfoxide, 4h, room temp.

2: 97 percent / H₂ / RuBr₂<(R)-binap> / ethanol / 145 h / 20 °C / 76000.1 Torr

3: 96 percent / aq. potassium hydroxide / dioxane / 8 h / 0 °C

4: H₂ / 5percent Rh-Al₂O₃ / ethanol / 16 h / 3040 - 3800 Torr

5: 96 percent / DEPC, triethylamine / tetrahydrofuran / 6 h / 0 °C

6: 4N HCl / dioxane / 0.5 h / Ambient temperature

7: 91 percent / DEPC, triethylamine / tetrahydrofuran / 6 h / 0 °C

8: 4N HCl / dioxane / 0.5 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; hydrogen; triethylamine; diethyl dicarbonate; 1,1'-carbonyldiimidazole; [(R)-BINAP]RuBr₂; rhodium on alumina; In tetrahydrofuran; 1,4-dioxane; ethanol;
DOI:10.1248/cpb.38.103

Reference yield:

: 72155-48-7
(3S,4S)-4-tert-butoxycarbonylamino-3-hydroxy-5-phenylpentanoic acid

: 119357-93-6
(3S,4S)-4-((S)-2-Amino-3-thiazol-4-yl-propionylamino)-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / 5percent Rh-Al₂O₃ / ethanol / 16 h / 3040 - 3800 Torr

2: 96 percent / DEPC, triethylamine / tetrahydrofuran / 6 h / 0 °C

3: 4N HCl / dioxane / 0.5 h / Ambient temperature

4: 91 percent / DEPC, triethylamine / tetrahydrofuran / 6 h / 0 °C

5: 4N HCl / dioxane / 0.5 h / Ambient temperature

With hydrogenchloride; hydrogen; triethylamine; diethyl dicarbonate; rhodium on alumina; In tetrahydrofuran; 1,4-dioxane; ethanol;
DOI:10.1248/cpb.38.103

Reference yield:

: 72155-46-5
(3S,4S)-4-(N-tert-butoxycarbonyl)amino-3-hydroxy-5-phenylpentanoic acid ethyl ester

: 119357-93-6
(3S,4S)-4-((S)-2-Amino-3-thiazol-4-yl-propionylamino)-5-cyclohexyl-3-hydroxy-pentanoic acid (2-morpholin-4-yl-ethyl)-amide

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / aq. potassium hydroxide / dioxane / 8 h / 0 °C

2: H₂ / 5percent Rh-Al₂O₃ / ethanol / 16 h / 3040 - 3800 Torr

3: 96 percent / DEPC, triethylamine / tetrahydrofuran / 6 h / 0 °C

4: 4N HCl / dioxane / 0.5 h / Ambient temperature

5: 91 percent / DEPC, triethylamine / tetrahydrofuran / 6 h / 0 °C

6: 4N HCl / dioxane / 0.5 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; hydrogen; triethylamine; diethyl dicarbonate; rhodium on alumina; In tetrahydrofuran; 1,4-dioxane; ethanol;
DOI:10.1248/cpb.38.103