N-(2-methyl-2-(4-morpholino)propyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide

Base Information

• Chemical Name: N-(2-methyl-2-(4-morpholino)propyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide
• CAS No.: 142688-89-9
• Molecular Formula: C₂₈H₅₃N₃O₅
• Molecular Weight: 511.746

Synonyms:N-(2-methyl-2-(4-morpholino)propyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide

Chemical Property of N-(2-methyl-2-(4-morpholino)propyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide

Chemical Property:

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Technology Process of N-(2-methyl-2-(4-morpholino)propyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide

There total 2 articles about N-(2-methyl-2-(4-morpholino)propyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide 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:

(3S,5S)-5-[(1S)-1-(t-butoxycarbonyl)amino-2-cyclohexylethyl]-3-isopropyldihydrofuran-2(3H)-one (124032-36-6) → N-(2-methyl-2-(4-morpholino)propyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide (142688-89-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / glacial acetic acid / 1.) 50 deg C, 48 h, 2.) 55 deg C, 5 d

2: 1.) ozone, 2.) sodium cyanoborohydride

With sodium cyanoborohydride; ozone; acetic acid;

DOI:10.1021/jm00045a003

Reference yield:

2,5-dihydrofuran (1708-29-8) + N-(2-amino-2-methylpropyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanamide (142688-88-8) → N-(2-methyl-2-(4-morpholino)propyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide (142688-89-9)

Guidance literature:

With sodium cyanoborohydride; ozone; Yield given. Multistep reaction;

DOI:10.1021/jm00045a003

Reference yield:

N-(2-methyl-2-(4-morpholino)propyl)-(2S,4S,5S)-5-((tert-butyloxycarbonyl)amino)-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide (142688-89-9) → (2S,4S,5S)-5-Amino-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanoic acid (2-methyl-2-morpholin-4-yl-propyl)-amide

Guidance literature:

With trifluoroacetic acid; In diethyl ether; at 0 ℃;

DOI:10.1021/jm00045a003

upstream raw materials:

2,5-dihydrofuran

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

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

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