(R)-(+)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)pentanal

Base Information

• Chemical Name: (R)-(+)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)pentanal
• CAS No.: 124010-06-6
• Molecular Formula: C₁₈H₃₀O₃Si
• Molecular Weight: 322.52
• Mol file: 124010-06-6.mol

Synonyms:(R)-(+)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)pentanal

Chemical Property of (R)-(+)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)pentanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(+)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)pentanal

There total 11 articles about (R)-(+)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)pentanal 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%

isobutyl (3R)-5-benzyloxy-3-[(tert-butyldimethylsilyl)oxy]pentanoate (912805-68-6) → (R)-(+)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)pentanal (124010-06-6)

Guidance literature:

With diisobutylaluminium hydride; In toluene; Petroleum ether; at -78 ℃; for 0.0833333h;

DOI:10.1021/ja062364i

Reference yield: 92.0%

(R)-methyl 5-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)pentanoate (1256553-72-6) → (R)-(+)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)pentanal (124010-06-6)

Guidance literature:

With diisobutylaluminium hydride; In hexane; toluene; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1055/s-0030-1257890

Reference yield: 90.0%

(S)-((1-(benzyloxy)hex-5-en-3-yl)oxy)(tert-butyl)dimethylsilane (236427-78-4) → (R)-(+)-5-(benzyloxy)-3-(tert-butyldimethylsilyloxy)pentanal (124010-06-6)

Guidance literature:

(S)-((1-(benzyloxy)hex-5-en-3-yl)oxy)(tert-butyl)dimethylsilane; With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In 1,4-dioxane; water; at 0 ℃; for 12h;

With sodium periodate; In 1,4-dioxane; water; at 20 ℃; for 1.5h;

DOI:10.1002/chem.201504675

upstream raw materials:

(S)-((1-(benzyloxy)hex-5-en-3-yl)oxy)(tert-butyl)dimethylsilane

isobutyl (3R)-5-benzyloxy-3-[(tert-butyldimethylsilyl)oxy]pentanoate

isobutyl (3R)-5-benzyloxy-3-hydroxypentanoate

Benzyloxymethyl chloride

Downstream raw materials:

(3S,4S,6R)-(-)-8-(benzyloxy)-6-(tert-butyldimethylsilyloxy)-3-methyloct-1-en-4-ol