(S)-4-((triisopropylsilyl)oxy)-3-((trimethylsilyl)oxy)butanal

Base Information

• Chemical Name: (S)-4-((triisopropylsilyl)oxy)-3-((trimethylsilyl)oxy)butanal
• CAS No.: 130275-01-3
• Molecular Formula: C₁₆H₃₆O₃Si₂
• Molecular Weight: 332.631
• Mol file: 130275-01-3.mol

Synonyms:(S)-4-((triisopropylsilyl)oxy)-3-((trimethylsilyl)oxy)butanal

Chemical Property of (S)-4-((triisopropylsilyl)oxy)-3-((trimethylsilyl)oxy)butanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-((triisopropylsilyl)oxy)-3-((trimethylsilyl)oxy)butanal

There total 1 articles about (S)-4-((triisopropylsilyl)oxy)-3-((trimethylsilyl)oxy)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:

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → (S)-4-((triisopropylsilyl)oxy)-3-((trimethylsilyl)oxy)butanal (130275-01-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / lutidine / CH₂Cl₂ / -20 °C

2: 92 percent / Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

3: 85 percent / DIBAL-H / diethyl ether / -78 °C

With dmap; lutidine; diisobutylaluminium hydride; triethylamine; In diethyl ether; dichloromethane;

DOI:10.1021/jo00282a005

Reference yield:

phenylthiotrimethylsilane (4551-15-9) + (S)-4-((triisopropylsilyl)oxy)-3-((trimethylsilyl)oxy)butanal (130275-01-3) → ((S)-4-Triisopropylsilanyloxy-1,3-bis-trimethylsilanyloxy-butylsulfanyl)-benzene

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃;

DOI:10.1021/jo00282a005

Reference yield:

(S)-4-((triisopropylsilyl)oxy)-3-((trimethylsilyl)oxy)butanal (130275-01-3) → (4S,6S)-2,2-dimethyl-4-phenylsulfanyl-6-(triisopropylsilyloxymethyl)-1,3-dioxane (122875-54-1)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilyl triflate (TMSOTf) / CH₂Cl₂ / -78 °C

2: trimethylsilyl triflate (TMSOTf) / CH₂Cl₂ / -78 °C

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane;

DOI:10.1021/jo00282a005

upstream raw materials:

triisopropylsilyl trifluoromethanesulfonate

Downstream raw materials:

(4S,6S)-4-{(4R,6S)-6-[(2S,4S,6R)-6-(2-Benzyloxy-ethyl)-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl}-2,2-dimethyl-6-triisopropylsilanyloxymethyl-[1,3]dioxane-4-carbonitrile

(4S,6S)-2,2-dimethyl-4-phenylsulfanyl-6-(triisopropylsilyloxymethyl)-1,3-dioxane