(3R)-3-Methyl-4-(tert-buty)diphenylsilyloxy)butanal

Base Information

• Chemical Name: (3R)-3-Methyl-4-(tert-buty)diphenylsilyloxy)butanal
• CAS No.: 186641-79-2
• Molecular Formula: C21H28 O2 Si
• Molecular Weight: 340.538
• Mol file: 186641-79-2.mol

Synonyms:Butanal,4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-3-methyl-, (R)-

Chemical Property of (3R)-3-Methyl-4-(tert-buty)diphenylsilyloxy)butanal

Chemical Property:

• PSA: 26.30000
• LogP: 3.78810

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3R)-3-Methyl-4-(tert-buty)diphenylsilyloxy)butanal

There total 17 articles about (3R)-3-Methyl-4-(tert-buty)diphenylsilyloxy)butanal 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: 97.0%

(4R)-5-(tert-butyldiphenylsilyloxy)-4-methyl-1-pentene (144693-95-8) → (R)-4-((tert-Butyldiphenylsilyl)oxy)-3-methylbutanal (186641-79-2)

Guidance literature:

(4R)-5-(tert-butyldiphenylsilyloxy)-4-methyl-1-pentene; With ozone; In methanol; dichloromethane; at -78 ℃; for 0.166667h;

With triphenylphosphine; In methanol; dichloromethane; at -78 - 0 ℃; for 1h;

DOI:10.1021/ol1023008

Reference yield: 95.0%

(2R)-1-(tert-butyldiphenylsilyloxy)-3-cyano-2-methylpropane (186641-76-9) → (R)-4-((tert-Butyldiphenylsilyl)oxy)-3-methylbutanal (186641-79-2)

Guidance literature:

With diisobutylaluminium hydride;

DOI:10.1016/j.bmcl.2007.09.081

Reference yield: 90.0%

(3R)-4-{[tert-butyl(diphenyl)silyl]oxy}-3-methylbutan-1-ol (154912-70-6) → (R)-4-((tert-Butyldiphenylsilyl)oxy)-3-methylbutanal (186641-79-2)

Guidance literature:

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; In dichloromethane;

DOI:10.1016/S0040-4039(97)01194-5

upstream raw materials:

(2R)-1-(tert-butyldiphenylsilyloxy)-3-cyano-2-methylpropane

(3R)-4-{[tert-butyl(diphenyl)silyl]oxy}-3-methylbutan-1-ol

tert-Butyl-((E)-(R)-4-methoxy-2-methyl-but-3-enyloxy)-diphenyl-silane

(R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-thiobutyric acid S-ethyl ester

Downstream raw materials:

(E)-(2R,6R)-7-(tert-Butyl-diphenyl-silanyloxy)-2,6-dimethyl-hept-3-en-1-ol

tert-Butyl-((E)-(R)-2,6-dimethyl-hepta-4,6-dienyloxy)-diphenyl-silane

tert-Butyl-((E)-(R)-5-iodo-2-methyl-pent-4-enyloxy)-diphenyl-silane

[(2R,6R)-8-Benzenesulfonyl-2,6-dimethyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octyloxy]-tert-butyl-diphenyl-silane

Refernces

• 1、 Roushanbakhti, Ahria,Liu, Yifan,Winship, Paul C. M.,Tucker, Michael J.,Akhtar, Wasim M.,Walter, Daryl S.,Wrigley, Gail,Donohoe, Timothy J.. "Cobalt versus Osmium: Control of Both trans and cis Selectivity in Construction of the EFG Rings of Pectenotoxin 4". . p. 14883 - 14887. Retrieved 2017/10/24.
• 2、 Li, Nan-Sheng,Scharf, Louise,Adams, Erin J.,Piccirilli, Joseph A.. "Highly stereocontrolled total synthesis of β-d-mannosyl phosphomycoketide: A natural product from mycobacterium tuberculosis". . p. 5970 - 5986. Retrieved 2013/07/26.