(2S,3R,4S)-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentane-1,3-diol

Base Information

• Chemical Name: (2S,3R,4S)-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentane-1,3-diol
• CAS No.: 133007-95-1
• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.353
• Mol file: 133007-95-1.mol

Synonyms:(2S,3R,4S)-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentane-1,3-diol

Chemical Property of (2S,3R,4S)-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentane-1,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4S)-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentane-1,3-diol

There total 11 articles about (2S,3R,4S)-5-[(4-methoxybenzyl)oxy]-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: 99.0%

(2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanal (496035-36-0) → (2S,3R,4S)-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentane-1,3-diol (133007-95-1)

Guidance literature:

With sodium tetrahydroborate;

DOI:10.1021/jo048534w

Reference yield: 95.0%

(-)-(R)-4-benzyl-3-((2R,3S,4S)-3-hydroxy-5-((4-methoxybenzyl)oxy)-2,4-dimethylpentanoyl)oxazolidin-2-one (303727-83-5) → (2S,3R,4S)-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentane-1,3-diol (133007-95-1)

Guidance literature:

With methanol; lithium borohydride; In tetrahydrofuran; at 0 ℃; for 0.75h;

DOI:10.1055/s-0034-1378739

Reference yield: 66.0%

(2S,4S)-1-hydroxy-5-(p-methoxybenzyloxy)-2,4-dimethylpentan-3-one (496035-35-9) → (2S,3R,4S)-5-[(4-methoxybenzyl)oxy]-2,4-dimethylpentane-1,3-diol (133007-95-1) + (2S,3S,4S)-5-(p-methoxybenzyloxy)-2,4-dimethylpentane-1,3-diol (200575-34-4)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; at 0 - 20 ℃; for 20.5h;

DOI:10.1021/jo048534w

upstream raw materials:

methyl (2R,3S,4S)-2,4-dimethyl-3-hydroxy-5-(4-methoxybenzyloxy)pentanoate

(2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanal

(2S,4S)-1-hydroxy-5-(p-methoxybenzyloxy)-2,4-dimethylpentan-3-one

(2S,4S,5R)-6-(tert-butyldimethylsilyloxy)-5-hydroxy-1-(4-methoxybenzyloxy)-2,4-dimethylhexan-3-one

Downstream raw materials:

(2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanal

(+)-(2S,3S,4S)-1-(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-2,4-dimethylpentan-3-ol

(2S,3S,4S)-1,3-bis[(tert-butyldimethylsilyl)oxy]-5-[(4-Methoxybenzyl)oxy]-2,4-dimethylpentane

(2S,3R,4S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-2,4-dimethyl-7-[3-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-heptan-1-ol