(2S,3R,4R)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentane-1,3-diol

Base Information

• Chemical Name: (2S,3R,4R)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentane-1,3-diol
• CAS No.: 124887-13-4
• Molecular Formula: C₂₃H₃₄O₃Si
• Molecular Weight: 386.607
• Mol file: 124887-13-4.mol

Synonyms:(2S,3R,4R)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentane-1,3-diol

Chemical Property of (2S,3R,4R)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentane-1,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4R)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentane-1,3-diol

There total 23 articles about (2S,3R,4R)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentane-1,3-diol 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: 93.0%

(2S,3S,4R)-1-(benzyloxy)-5-<(tert-butyl)diphenylsilyloxy>-2,4-dimethylpentan-3-ol (132950-29-9,133006-92-5) → (2S,3S,4R)-5-<(tert-butyl)diphenylsilyloxy>-2,4-dimethylpentane-1,3-diol (124887-13-4,133006-93-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 7h; Ambient temperature;

DOI:10.1002/hlca.19900730821

Reference yield: 78.0%

methyl (2R,3S,4R)-5-(tert-butyldiphenylsiloxy)-3-hydroxy-2,4-dimethylpentanoate (124887-12-3) → (2S,3R,4R)-5-(tert-butyldiphenylsiloxy)-2,4-dimethylpentane-1,3-diol (124887-13-4)

Guidance literature:

With dimethylsulfide borane complex; at 40 ℃;

DOI:10.1016/S0040-4039(01)93717-7

Reference yield: 65.0%

methyllithium (917-54-4) + ((2R,3R)-3-((R)-1-((tert-butyldiphenylsilyl)oxy)propan-2-yl)oxiran-2-yl)methanol (127665-69-4) → C23H32O3Si + (2S,3S,4R)-5-<(tert-butyl)diphenylsilyloxy>-2,4-dimethylpentane-1,3-diol (124887-13-4,133006-93-6)

Guidance literature:

methyllithium; ((2R,3R)-3-((R)-1-((tert-butyldiphenylsilyl)oxy)propan-2-yl)oxiran-2-yl)methanol; With copper(l) iodide;

With sodium periodate;

DOI:10.1016/j.tetlet.2012.02.049

upstream raw materials:

(2S,3S,4R)-1-(benzyloxy)-5-<(tert-butyl)diphenylsilyloxy>-2,4-dimethylpentan-3-ol

methyl 3,5-dihydoxy-2,4-dimethylpentanoate

1-methyl hydrogen (3S,2R,4S)-3-hydroxy-2,4-dimethylglutarate

methyl (2R,3S,4R)-3,5-(isopropylidenedioxy)-2,4-dimethylpentanoate

Downstream raw materials:

(2R,3S,4S)-1-<(tert-butyl)diphenylsilyloxy>-3,5-(isopropylidenedioxy)-2,4-dimethylpentane

(2S,3S,4R)-1-(benzyloxy)-5-<(tert-butyl)diphenylsilyloxy>-2,4-dimethylpentan-3-ol

(2R,3R,4S)-5-(benzyloxy)-3-methoxy-2,4-dimethylpentan-1-ol

C₁₅H₂₂O₃