(3S,5R)-5-(tert-butyldiphenylsilyloxy)-3-methylhexanal

Base Information

• Chemical Name: (3S,5R)-5-(tert-butyldiphenylsilyloxy)-3-methylhexanal
• CAS No.: 478490-97-0
• Molecular Formula: C₂₃H₃₂O₂Si
• Molecular Weight: 368.591
• Mol file: 478490-97-0.mol

Synonyms:(3S,5R)-5-(tert-butyldiphenylsilyloxy)-3-methylhexanal

Chemical Property of (3S,5R)-5-(tert-butyldiphenylsilyloxy)-3-methylhexanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,5R)-5-(tert-butyldiphenylsilyloxy)-3-methylhexanal

There total 5 articles about (3S,5R)-5-(tert-butyldiphenylsilyloxy)-3-methylhexanal 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: 85.0%

(3R,5R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-hexan-1-ol → (3S,5R)-5-(tert-butyldiphenylsilyloxy)-3-methylhexanal (478490-97-0)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 2.5h; Heating;

DOI:10.1021/ja028019k

Reference yield: 85.0%

S-ethyl (3S,5R)-5-((tert-butyldiphenylsilyl)oxy)-3-methylhexanethioate → (3S,5R)-5-(tert-butyldiphenylsilyloxy)-3-methylhexanal (478490-97-0)

Guidance literature:

With triethylsilane; palladium 10% on activated carbon; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jacs.0c12948

Reference yield:

(3S,5R)-5-(tert-butyldiphenylsilyloxy)-3-methylhexanoic acid (478490-96-9) → (3S,5R)-5-(tert-butyldiphenylsilyloxy)-3-methylhexanal (478490-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1: BH₃*SMe₂ / tetrahydrofuran; diethyl ether / 1 h / Heating

2: 85 percent / pyridinium chlorochromate / CH₂Cl₂ / 2.5 h / Heating

With dimethylsulfide borane complex; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/ja028019k

upstream raw materials:

(3S,5R)-5-(tert-butyldiphenylsilyloxy)-3-methylhexanoic acid

(tert-butyl)[(2R)-pent-4-en-2-yloxy]diphenylsilane

Downstream raw materials:

(2R,4S)-2-[(2R,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-pentyl]-3,4-dihydro-2H-pyran-4-ol

(2R,2'S,4'R)-2-[4-(tert-butyldiphenylsilyloxy)-2-methylpentyl]-2,3-dihydropyran-4-one

(4R,2'S,4'R)-4-[4'-(tert-butyldiphenylsilyloxy)-2-methylpentyl]oxetan-2-one