N-(2-amino-2-methylpropyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanamide

Base Information

Chemical Name:N-(2-amino-2-methylpropyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanamide
CAS No.:142688-88-8
Molecular Formula:C₂₄H₄₇N₃O₄
Molecular Weight:441.655
Hs Code.:

Synonyms:N-(2-amino-2-methylpropyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanamide

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Chemical Property of N-(2-amino-2-methylpropyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanamide

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Technology Process of N-(2-amino-2-methylpropyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanamide

There total 1 articles about N-(2-amino-2-methylpropyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropyl-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: 42.0%

: 124032-36-6
(3S,5S)-5-[(1S)-1-(t-butoxycarbonyl)amino-2-cyclohexylethyl]-3-isopropyldihydrofuran-2(3H)-one

: 811-93-8
1,1-dimethylethylenediamine

: 142688-88-8
N-(2-amino-2-methylpropyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanamide

Guidance literature:: With acetic acid; 1.) 50 deg C, 48 h, 2.) 55 deg C, 5 d;
DOI:10.1021/jm00045a003

Reference yield:

: 142688-88-8
N-(2-amino-2-methylpropyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanamide

: 161316-44-5
N-(2-amino-2-methylpropyl) (2S,4S,5S)-5-amino-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 4.5h;
DOI:10.1021/jm00045a003

Reference yield:

: 142688-88-8
N-(2-amino-2-methylpropyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanamide

: (2S,4S,5S)-5-{(S)-2-[(S)-1-Benzyl-2-(4-methoxymethoxy-piperidin-1-yl)-2-oxo-ethylamino]-hexanoylamino}-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanoic acid [2-(2-hydroxy-ethylamino)-2-methyl-propyl]-amide

Guidance literature:: Multi-step reaction with 4 steps

1: trifluoroacetic acid / CH₂Cl₂ / 4.5 h / 0 °C

2: HOBt hydrate, 4-methylmorpholine, EDC / dimethylformamide / 1.) -23 deg C, 4 h, 2.) RT, 18 h

3: 29 percent / HOAc, NaOAc, NaBH₃CN / propan-2-ol / pH 6.0; 1.) 0 deg C, 6 h, 2.) RT, 14 h

4: 35 percent / H₂ / 10percent Pd(OH)2/C / ethyl acetate / 168 h / 3040 Torr

With 4-methyl-morpholine; hydrogen; sodium acetate; sodium cyanoborohydride; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium dihydroxide; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jm00045a003