(2S,3S,5S)-N-(1-cyclohexyl-3-hydroxy-6-methyl-5-aminoheptan-2-yl)-(2S,1'S)-2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}2-phenylethoxy)hexanamide

Base Information

Chemical Name:(2S,3S,5S)-N-(1-cyclohexyl-3-hydroxy-6-methyl-5-aminoheptan-2-yl)-(2S,1'S)-2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}2-phenylethoxy)hexanamide
CAS No.:140660-76-0
Molecular Formula:C₃₆H₆₁N₃O₆
Molecular Weight:631.897
Hs Code.:

Synonyms:(2S,3S,5S)-N-(1-cyclohexyl-3-hydroxy-6-methyl-5-aminoheptan-2-yl)-(2S,1'S)-2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}2-phenylethoxy)hexanamide

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Chemical Property of (2S,3S,5S)-N-(1-cyclohexyl-3-hydroxy-6-methyl-5-aminoheptan-2-yl)-(2S,1'S)-2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}2-phenylethoxy)hexanamide

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Technology Process of (2S,3S,5S)-N-(1-cyclohexyl-3-hydroxy-6-methyl-5-aminoheptan-2-yl)-(2S,1'S)-2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}2-phenylethoxy)hexanamide

There total 5 articles about (2S,3S,5S)-N-(1-cyclohexyl-3-hydroxy-6-methyl-5-aminoheptan-2-yl)-(2S,1'S)-2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}2-phenylethoxy)hexanamide 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: 67.0%

: 140660-72-6
((1S,3S,4S)-4-{(S)-2-[(S)-1-Benzyl-2-(4-methoxymethoxy-piperidin-1-yl)-2-oxo-ethoxy]-hexanoylamino}-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl)-carbamic acid benzyl ester

: 140660-76-0
(2S,3S,5S)-N-(1-cyclohexyl-3-hydroxy-6-methyl-5-aminoheptan-2-yl)-(2S,1'S)-2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}2-phenylethoxy)hexanamide

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 24h; under 760 Torr;
DOI:10.1021/jm00088a007

Reference yield:

: 129921-93-3
2-(S)-((3-(tert-butyloxycarbonyl)-2,2-dimethyl-4(S)-(cyclohexylmethyl)-5(S)-oxazolidinyl)methyl)-3-methylbutanoic acid

: 140660-76-0
(2S,3S,5S)-N-(1-cyclohexyl-3-hydroxy-6-methyl-5-aminoheptan-2-yl)-(2S,1'S)-2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}2-phenylethoxy)hexanamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) triethylamine, diphenylphosphoryl azide / 1.) toluene, 70 deg C, 1.5 h, 2.) toluene, reflux, 72 h

2: TFA / 1.) CH₂Cl₂, 0 deg C, 3.5 h, 2 a.) THF, water, 0 deg C, 4 h, b.) RT, 12 h

3: 114.1 mg / 1-hydroxybenzotriazole hydrate (HOBT), 4-methylmorpholine, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) / dimethylformamide / 1.) -23 deg C, 4 h, 2.) RT, 18 h

4: 67 percent / H₂ / 10percent Pd/C / ethyl acetate / 24 h / 760 Torr

With 4-methyl-morpholine; diphenylphosphoranyl azide; hydrogen; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm00088a007

Reference yield:

: 140661-01-4
(2S,3S,5R)-2-amino-5-<<(phenylmethoxy)carbonyl>amino>-1-cyclohexyl-3-hydroxy-6-methylheptane

: 140660-76-0
(2S,3S,5S)-N-(1-cyclohexyl-3-hydroxy-6-methyl-5-aminoheptan-2-yl)-(2S,1'S)-2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}2-phenylethoxy)hexanamide

Guidance literature:: Multi-step reaction with 2 steps

1: 114.1 mg / 1-hydroxybenzotriazole hydrate (HOBT), 4-methylmorpholine, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) / dimethylformamide / 1.) -23 deg C, 4 h, 2.) RT, 18 h

2: 67 percent / H₂ / 10percent Pd/C / ethyl acetate / 24 h / 760 Torr

With 4-methyl-morpholine; hydrogen; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm00088a007