(2S,4S,5S)-2,5-bis<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane

Base Information

• Chemical Name: (2S,4S,5S)-2,5-bis<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane
• CAS No.: 144141-82-2
• Molecular Formula: C₂₈H₄₀N₂O₅
• Molecular Weight: 484.636
• Mol file: 144141-82-2.mol

Synonyms:(2S,4S,5S)-2,5-bis<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane

Chemical Property of (2S,4S,5S)-2,5-bis<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S,5S)-2,5-bis<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane

There total 39 articles about (2S,4S,5S)-2,5-bis<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane 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: 88.0%

di(tert-butyl) N,N'-((2S,5S)-3-oxo-1,6-diphenylhexane-2,5-diyl)dicarbamate (144164-55-6) → (2S,4R,5S)-2,5-bis<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane + (2S,4S,5S)-2,5-bis<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane (144141-82-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h; Yields of byproduct given;

DOI:10.1021/jo00057a011

Reference yield: 72.0%

di-tert-butyl dicarbonate (24424-99-5) + (2S,4S,5S)-2-<<(phenylmethoxy)carbonyl>amino>-5-<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane (146500-09-6) → (2S,4S,5S)-2,5-bis<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane (144141-82-2)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; for 12h;

DOI:10.1021/jo00057a011

Reference yield: 59.0%

(2S,5S)-2,5-bis-<(1,1-dimethylethoxy)carbonylamino>-1,6-diphenylhex-3-ene (168846-62-6) → (2S,4R,5S)-2,5-bis<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane + (2S,4S,5S)-2,5-bis<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane (144141-82-2)

Guidance literature:

(2S,5S)-2,5-bis-<(1,1-dimethylethoxy)carbonylamino>-1,6-diphenylhex-3-ene; With dimethylsulfide borane complex; In tetrahydrofuran; at 20 ℃; for 2h;

With dihydrogen peroxide; sodium acetate; In tetrahydrofuran; water; for 1.5h;

DOI:10.1016/S0040-4020(97)00160-9

upstream raw materials:

di-tert-butyl dicarbonate

(2S,4S,5S)-2-<<(phenylmethoxy)carbonyl>amino>-5-<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane

di(tert-butyl) N,N'-((2S,5S)-3-oxo-1,6-diphenylhexane-2,5-diyl)dicarbamate

(2S,5S)-2,5-bis-<(1,1-dimethylethoxy)carbonylamino>-1,6-diphenylhex-3-ene

Downstream raw materials:

di(tert-butyl) N,N'-((2S,5S)-3-oxo-1,6-diphenylhexane-2,5-diyl)dicarbamate