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

Base Information

Chemical Name:(3S,4S)-4-(N-tert-butoxycarbonyl)amino-5-cyclohexyl-3-hydroxy-N-(2-morpholinoethyl)pentanamide
CAS No.:124278-64-4
Molecular Formula:C₂₂H₄₁N₃O₅
Molecular Weight:427.585
Hs Code.:

Synonyms:(3S,4S)-4-(N-tert-butoxycarbonyl)amino-5-cyclohexyl-3-hydroxy-N-(2-morpholinoethyl)pentanamide

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

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

There total 5 articles about (3S,4S)-4-(N-tert-butoxycarbonyl)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: 96.0%

: 2038-03-1
4-(2-AMINOETHYL)MORPHOLINE

: 98105-45-4
(3S,4S)-4-(N-tert-butoxycarbonyl)amino-5-cyclohexyl-3-hydroxypentanoic acid

: 124278-64-4
(3S,4S)-4-(N-tert-butoxycarbonyl)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

: 124278-64-4
(3S,4S)-4-(N-tert-butoxycarbonyl)amino-5-cyclohexyl-3-hydroxy-N-(2-morpholinoethyl)pentanamide

Guidance literature:: Multi-step reaction with 5 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

With 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

: 124278-64-4
(3S,4S)-4-(N-tert-butoxycarbonyl)amino-5-cyclohexyl-3-hydroxy-N-(2-morpholinoethyl)pentanamide

Guidance literature:: Multi-step reaction with 2 steps

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

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

With hydrogen; triethylamine; diethyl dicarbonate; rhodium on alumina; In tetrahydrofuran; ethanol;
DOI:10.1248/cpb.38.103