[(1S,2R,3S)-1-(5-Cyclohexyl-pentyl)-2,3-dihydroxy-5-methyl-hexyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(1S,2R,3S)-1-(5-Cyclohexyl-pentyl)-2,3-dihydroxy-5-methyl-hexyl]-carbamic acid tert-butyl ester
• CAS No.: 769954-38-3
• Molecular Formula: C₂₃H₄₅NO₄
• Molecular Weight: 399.615

Synonyms:[(1S,2R,3S)-1-(5-Cyclohexyl-pentyl)-2,3-dihydroxy-5-methyl-hexyl]-carbamic acid tert-butyl ester

Chemical Property of [(1S,2R,3S)-1-(5-Cyclohexyl-pentyl)-2,3-dihydroxy-5-methyl-hexyl]-carbamic acid tert-butyl ester

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Technology Process of [(1S,2R,3S)-1-(5-Cyclohexyl-pentyl)-2,3-dihydroxy-5-methyl-hexyl]-carbamic acid tert-butyl ester

There total 1 articles about [(1S,2R,3S)-1-(5-Cyclohexyl-pentyl)-2,3-dihydroxy-5-methyl-hexyl]-carbamic acid tert-butyl ester 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: 100.0%

<4S-(4R*,5S*,6R*)>-6-(Boc-amino)-2-methyl-11-phenylundecane-4,5-diol → [(1S,2R,3S)-1-(5-Cyclohexyl-pentyl)-2,3-dihydroxy-5-methyl-hexyl]-carbamic acid tert-butyl ester (769954-38-3)

Guidance literature:

With hydrogen; Rh on carbon; In isopropyl alcohol; at 25 ℃; under 2585.7 Torr;

DOI:10.1021/jm00015a012

Reference yield: 85.4%

[(1S,2R,3S)-1-(5-Cyclohexyl-pentyl)-2,3-dihydroxy-5-methyl-hexyl]-carbamic acid tert-butyl ester (769954-38-3) → <4S-(4R*,5S*,6R*)>-6-amino-11-cyclohexyl-2-methylundecane-4,5-diol (167113-52-2)

Guidance literature:

With hydrogenchloride; In dichloromethane; for 3.5h;

DOI:10.1021/jm00015a012

Reference yield:

[(1S,2R,3S)-1-(5-Cyclohexyl-pentyl)-2,3-dihydroxy-5-methyl-hexyl]-carbamic acid tert-butyl ester (769954-38-3) → (S)-2-Amino-pent-4-enoic acid [(1S,2R,3S)-1-(5-cyclohexyl-pentyl)-2,3-dihydroxy-5-methyl-hexyl]-amide (771489-11-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 85.4 percent / HCl gas / CH₂Cl₂ / 3.5 h

2: 77.8 percent / 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / dimethylformamide

3: 1.) HCl gas, 2.) sodium bicarbonate / 1.) CH₂Cl₂, RT, 4 h, 2.) EtOAc

With hydrogenchloride; sodium hydrogencarbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00015a012

Downstream raw materials:

<4S-(4R*,5S*,6R*)>-6-amino-11-cyclohexyl-2-methylundecane-4,5-diol

(S)-2-Amino-pent-4-enoic acid [(1S,2R,3S)-1-(5-cyclohexyl-pentyl)-2,3-dihydroxy-5-methyl-hexyl]-amide

{(S)-1-[(1S,2R,3S)-1-(5-Cyclohexyl-pentyl)-2,3-dihydroxy-5-methyl-hexylcarbamoyl]-but-3-enyl}-carbamic acid tert-butyl ester

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