(2S,3S,4S)-3-(benzyloxy)-5-(tert-butyldiphenylsilyloxy)-2,4-dimethylpentan-1-ol

Base Information

• Chemical Name: (2S,3S,4S)-3-(benzyloxy)-5-(tert-butyldiphenylsilyloxy)-2,4-dimethylpentan-1-ol
• CAS No.: 160488-42-6
• Molecular Formula: C₃₀H₄₀O₃Si
• Molecular Weight: 476.731
• Mol file: 160488-42-6.mol

Synonyms:(2S,3S,4S)-3-(benzyloxy)-5-(tert-butyldiphenylsilyloxy)-2,4-dimethylpentan-1-ol

Chemical Property of (2S,3S,4S)-3-(benzyloxy)-5-(tert-butyldiphenylsilyloxy)-2,4-dimethylpentan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4S)-3-(benzyloxy)-5-(tert-butyldiphenylsilyloxy)-2,4-dimethylpentan-1-ol

There total 10 articles about (2S,3S,4S)-3-(benzyloxy)-5-(tert-butyldiphenylsilyloxy)-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: 99.0%

Acetic acid (2S,3S,4S)-3-benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pentyl ester (160488-41-5) → (2S,3S,4S)-3-(benzyloxy)-5-(tert-butyldiphenylsilyloxy)-2,4-dimethylpentan-1-ol (160488-42-6)

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1016/0040-4039(94)88516-8

Reference yield: 85.0%

methyl (2R,3R,4S)-3-(benzyloxy)-5-(tert-butyldiphenylsilyloxy)-2,4-dimethylpentanoate (1096707-18-4) → (2S,3S,4S)-3-(benzyloxy)-5-(tert-butyldiphenylsilyloxy)-2,4-dimethylpentan-1-ol (160488-42-6)

Guidance literature:

methyl (2R,3R,4S)-3-(benzyloxy)-5-(tert-butyldiphenylsilyloxy)-2,4-dimethylpentanoate; With diisobutylaluminium hydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water;

DOI:10.1021/jo8021583

Reference yield: 82.0%

(2R,3R,4S)-3-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-2,4-dimethyl-pentan-1-one (611174-86-8) → (2S,3S,4S)-3-(benzyloxy)-5-(tert-butyldiphenylsilyloxy)-2,4-dimethylpentan-1-ol (160488-42-6)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1055/s-2003-39891

upstream raw materials:

Acetic acid (2S,3S,4S)-3-benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-2,4-dimethyl-pentyl ester

(2R,3R,4S)-3-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-2,4-dimethyl-pentan-1-one

benzaldehyde dimethyl acetal

(2S,3R,4S)-3-Benzyloxy-2,4-dimethyl-hex-5-en-1-ol

Downstream raw materials:

(2R,3R,4S)-3-(benzyloxy)-5-(tert-butyldiphenylsilyloxy)-2,4-dimethylpentanal

(8R,9R,10S)-9-Benzyloxy-11-(tert-butyl-diphenyl-silanyloxy)-4,6,8,10-tetramethyl-undecane-3,5,7-trione

2-[(1R,2R,3S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-1,3-dimethyl-butyl]-6-ethyl-3,5-dimethyl-pyran-4-one

2-((1R,2R,3S)-2-Benzyloxy-4-hydroxy-1,3-dimethyl-butyl)-6-ethyl-3,5-dimethyl-pyran-4-one