(2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentan-1-ol

Base Information

• Chemical Name: (2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentan-1-ol
• CAS No.: 638188-59-7
• Molecular Formula: C₂₃H₃₄O₂Si
• Molecular Weight: 370.607
• Mol file: 638188-59-7.mol

Synonyms:(2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentan-1-ol

Chemical Property of (2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentan-1-ol

There total 16 articles about (2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentan-1-ol 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: 99.2%

(R)-3-[(tert-butyl)diphenylsilyloxy]-1-iodo-2-methylpropane (123444-67-7) + (1R,2R)-(-)-pseudoephedrinepropionamide (192060-67-6) → (2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentan-1-ol (638188-59-7)

Guidance literature:

(1R,2R)-(-)-pseudoephedrinepropionamide; With n-butyllithium; diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

(R)-3-[(tert-butyl)diphenylsilyloxy]-1-iodo-2-methylpropane; In tetrahydrofuran; hexane; at 20 ℃; Further stages; Inert atmosphere;

DOI:10.1021/acs.joc.8b00899

Reference yield: 93.0%

C23H32O2Si → (2R,4S)-5-{[tert-butyl(diphenyl)silyl]oxy}-2,4-dimethylpentan-1-ol (157837-64-4) + (2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentan-1-ol (638188-59-7)

Guidance literature:

With hydrogen; irridium catalyst; In dichloromethane; at 25 ℃; for 4h; under 38002.6 Torr;

DOI:10.1021/ol070298z

Reference yield: 87.0%

(S)-3-((2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentanoyl)-4-isopropyloxazolidin-2-one (1297531-61-3) → (2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentan-1-ol (638188-59-7)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; water; at 0 ℃; for 6h;

DOI:10.1021/ol200834p

upstream raw materials:

C₃₃H₄₅NO₃Si

(R)-3-[(tert-butyl)diphenylsilyloxy]-1-iodo-2-methylpropane

(S)-3-((S,E)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-2-enoyl)-isopropyloxazolidin-2-one

(S)-3-((S)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpentanoyl)-4-isopropyloxazolidin-2-one

Downstream raw materials:

(2S,4S)-2,4-dimethyl-1-(tert-butyldiphenylsilyloxy)-5-hexene

tert-Butyl-((2S,4S)-2-methyl-4-oxiranyl-pentyloxy)-diphenyl-silane

tert-Butyl-diphenyl-((2S,4S)-2,4,6-trimethyl-hept-6-enyloxy)-silane

2-[(1S,3S)-4-(tert-Butyl-diphenyl-silanyloxy)-1,3-dimethyl-butyl]-6-methoxy-7-methyl-benzofuran-5-ol