(2S,3R,4S)-2-<(Boc-L-α-N-methylhistidyl)amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Base Information

• Chemical Name: (2S,3R,4S)-2-<(Boc-L-α-N-methylhistidyl)amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane
• CAS No.: 116129-83-0
• Molecular Formula: C₂₆H₄₆N₄O₅
• Molecular Weight: 494.675

Synonyms:(2S,3R,4S)-2-<(Boc-L-α-N-methylhistidyl)amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Chemical Property of (2S,3R,4S)-2-<(Boc-L-α-N-methylhistidyl)amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Chemical Property:

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Technology Process of (2S,3R,4S)-2-<(Boc-L-α-N-methylhistidyl)amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

There total 3 articles about (2S,3R,4S)-2-<(Boc-L-α-N-methylhistidyl)amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane 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: 60.0%

{(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-methyl-carbamic acid tert-butyl ester (116148-99-3) → (2S,3R,4S)-2-<(Boc-L-α-N-methylhistidyl)amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (116129-83-0)

Guidance literature:

With benzotriazol-1-ol; In methanol; for 16h;

DOI:10.1021/jm00120a006

Reference yield:

(S)-2-amino-1-cyclohexyl-(R)-3,(S)-4-dihydroxy-6-methylheptane hydrochloride (104882-45-3) → (2S,3R,4S)-2-<(Boc-L-α-N-methylhistidyl)amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (116129-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / triethylamine, diethoxyphosphoryl cyanide / dimethylformamide / 16 h / Ambient temperature

2: 60 percent / HOBT / methanol / 16 h

With diethyl cyanophosphonate; benzotriazol-1-ol; triethylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00120a006

Reference yield:

Nα-(tert-butyloxycarbonyl)-Nα-methyl-Nim-tosyl-L-histidine (103372-35-6) → (2S,3R,4S)-2-<(Boc-L-α-N-methylhistidyl)amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (116129-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / triethylamine, diethoxyphosphoryl cyanide / dimethylformamide / 16 h / Ambient temperature

2: 60 percent / HOBT / methanol / 16 h

With diethyl cyanophosphonate; benzotriazol-1-ol; triethylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00120a006

upstream raw materials:

{(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-methyl-carbamic acid tert-butyl ester

(S)-2-amino-1-cyclohexyl-(R)-3,(S)-4-dihydroxy-6-methylheptane hydrochloride

N^α-(tert-butyloxycarbonyl)-N^α-methyl-N^im-tosyl-L-histidine

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