(3S,4S)-4-amino-5-cyclohexyl-3-hydroxy-N-(2-morpholinoethyl)pentanamide

Base Information

Chemical Name:(3S,4S)-4-amino-5-cyclohexyl-3-hydroxy-N-(2-morpholinoethyl)pentanamide
CAS No.:119379-17-8
Molecular Formula:C₂₈H₄₇N₅O₆S
Molecular Weight:581.777
Hs Code.:

(3S,4S)-4-<N-Boc-3-(4-thiazolyl)-L-alanyl>amino-5-cyclohexyl-3-hydroxy-N-(2-morpholinoethyl)pentanamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4S)-4-amino-5-cyclohexyl-3-hydroxy-N-(2-morpholinoethyl)pentanamide

Chemical Property:

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Technology Process of (3S,4S)-4-amino-5-cyclohexyl-3-hydroxy-N-(2-morpholinoethyl)pentanamide

There total 10 articles about (3S,4S)-4-amino-5-cyclohexyl-3-hydroxy-N-(2-morpholinoethyl)pentanamide 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: 91.0%

: 119434-75-2,119378-93-7
(S)-3-(4-thiazolyl)-2-tert-butoxycarbonylaminopropanoic acid

: 124278-65-5
(S,S)-γ-amino-β-hydroxy-N-<2-(4-morpholinyl)ethyl>cyclohexane pentanamide

: 119379-17-8,121349-97-1
(3S,4S)-4-amino-5-cyclohexyl-3-hydroxy-N-(2-morpholinoethyl)pentanamide

Guidance literature:: With triethylamine; diethyl dicarbonate; In tetrahydrofuran; at 0 ℃; for 6h;
DOI:10.1248/cpb.38.103

Reference yield:

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

: 119379-17-8,121349-97-1
(3S,4S)-4-amino-5-cyclohexyl-3-hydroxy-N-(2-morpholinoethyl)pentanamide

Guidance literature:: Multi-step reaction with 7 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

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

: 119379-17-8,121349-97-1
(3S,4S)-4-amino-5-cyclohexyl-3-hydroxy-N-(2-morpholinoethyl)pentanamide

Guidance literature:: Multi-step reaction with 4 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

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