ethyl (3R,5S)-3-tert-butyldiphenylsilyloxy-5,6-(isopropylidenedioxy)hexanoate

Base Information

• Chemical Name: ethyl (3R,5S)-3-tert-butyldiphenylsilyloxy-5,6-(isopropylidenedioxy)hexanoate
• CAS No.: 915201-15-9
• Molecular Formula: C₂₇H₃₈O₅Si
• Molecular Weight: 470.681
• Mol file: 915201-15-9.mol

Synonyms:ethyl (3R,5S)-3-tert-butyldiphenylsilyloxy-5,6-(isopropylidenedioxy)hexanoate

Chemical Property of ethyl (3R,5S)-3-tert-butyldiphenylsilyloxy-5,6-(isopropylidenedioxy)hexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (3R,5S)-3-tert-butyldiphenylsilyloxy-5,6-(isopropylidenedioxy)hexanoate

There total 1 articles about ethyl (3R,5S)-3-tert-butyldiphenylsilyloxy-5,6-(isopropylidenedioxy)hexanoate 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: 94.1%

tert-butylchlorodiphenylsilane (58479-61-1) + ethyl (3R,5S)-5,6-O-isopropylidene-3,5,6-trihydroxyhexanoate (91312-53-7) → ethyl (3R,5S)-3-tert-butyldiphenylsilyloxy-5,6-(isopropylidenedioxy)hexanoate (915201-15-9)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1002/ejoc.200600849

Reference yield: 98.0%

ethyl (3R,5S)-3-tert-butyldiphenylsilyloxy-5,6-(isopropylidenedioxy)hexanoate (915201-15-9) → (4R,6S)-4-tert-butyldiphenylsilyloxy-6-(hydroxymethyl)tetrahydropyran-2-one (927211-52-7)

Guidance literature:

With pTsOH*Py; In 1,4-dioxane; water; at 100 ℃; for 1h;

DOI:10.1002/ejoc.200600849

Reference yield: 77.2%

ethyl (3R,5S)-3-tert-butyldiphenylsilyloxy-5,6-(isopropylidenedioxy)hexanoate (915201-15-9) → (3R,5S)-3-tert-butyldiphenylsilyloxy-5,6-(isopropylidenedioxy)hexanal (915201-16-0)

Guidance literature:

ethyl (3R,5S)-3-tert-butyldiphenylsilyloxy-5,6-(isopropylidenedioxy)hexanoate; With diisobutylaluminium hydride; In diethyl ether; toluene; at -78 ℃; for 0.25h;

In methanol; diethyl ether; toluene; at -78 - 20 ℃; Further stages.;

DOI:10.1002/ejoc.200600849

upstream raw materials:

tert-butylchlorodiphenylsilane

ethyl (3R,5S)-5,6-O-isopropylidene-3,5,6-trihydroxyhexanoate

Downstream raw materials:

(3R,5S)-3-tert-butyldiphenylsilyloxy-5,6-(isopropylidenedioxy)hexanal

(4R,6S)-4-tert-butyldiphenylsilyloxy-6-(hydroxymethyl)tetrahydropyran-2-one

(2S,4R,6S)-2-(p-chlorobenzenesulfonyloxy)methyl-4-tert-butyldiphenylsilyloxy-6-methoxytetrahydropyran

(2R,4R,6R)-4-tert-butyldiphenylsilyloxy-2-cyanomethyl-6-methoxytetrahydropyran