(3S)-3-(tert-butyldimethylsilanyloxy)-4-trityloxybutyraldehyde

Base Information

• Chemical Name: (3S)-3-(tert-butyldimethylsilanyloxy)-4-trityloxybutyraldehyde
• CAS No.: 950588-69-9
• Molecular Formula: C₂₉H₃₆O₃Si
• Molecular Weight: 460.689
• Mol file: 950588-69-9.mol

Synonyms:(3S)-3-(tert-butyldimethylsilanyloxy)-4-trityloxybutyraldehyde

Chemical Property of (3S)-3-(tert-butyldimethylsilanyloxy)-4-trityloxybutyraldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-3-(tert-butyldimethylsilanyloxy)-4-trityloxybutyraldehyde

There total 6 articles about (3S)-3-(tert-butyldimethylsilanyloxy)-4-trityloxybutyraldehyde 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: 95.0%

C30H38O2Si → (3S)-3-(tert-butyldimethylsilanyloxy)-4-trityloxybutyraldehyde (950588-69-9)

Guidance literature:

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; In tetrahydrofuran; water; acetone; at 20 ℃; for 4.5h;

DOI:10.1016/j.tetlet.2016.06.002

Reference yield:

(S)-3-(tert-butyldimethylsilanyloxy)-4-(trityloxy)butan-1-ol (950588-66-6) → (3S)-3-(tert-butyldimethylsilanyloxy)-4-trityloxybutyraldehyde (950588-69-9)

Guidance literature:

With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; for 1h;

DOI:10.1021/ol701564x

Reference yield:

methyl (S)-3-(tert-butyldimethylsilanyloxy)-4-(trityloxy)butanoate (950588-65-5) → (3S)-3-(tert-butyldimethylsilanyloxy)-4-trityloxybutyraldehyde (950588-69-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / DIBAL-H / CH₂Cl₂ / 0.5 h / 0 °C

2: N-methylmorpholine N-oxide; molecular sieves 4 Angstroem; tetrapropylammonium perruthenate / CH₂Cl₂ / 1 h

With tetrapropylammonium perruthennate; 4 A molecular sieve; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; In dichloromethane;

DOI:10.1021/ol701564x

upstream raw materials:

(S)-3-(tert-butyldimethylsilanyloxy)-4-(trityloxy)butan-1-ol

methyl (S)-3-(tert-butyldimethylsilanyloxy)-4-(trityloxy)butanoate

trityl chloride

(S)-methyl 3-hydroxy-4-(trityloxy)butanoate

Downstream raw materials:

(S,Z)-tert-butyldimethyl-[1-(trityloxy)dec-4-en-2-yloxy]silane