(S)-3-(tert-butyldimethylsilyloxy)-2-(p-methoxybenzyl)propyl acetate

Base Information

• Chemical Name: (S)-3-(tert-butyldimethylsilyloxy)-2-(p-methoxybenzyl)propyl acetate
• CAS No.: 174417-75-5
• Molecular Formula: C₁₉H₃₂O₄Si
• Molecular Weight: 352.546
• Mol file: 174417-75-5.mol

Synonyms:(S)-3-(tert-butyldimethylsilyloxy)-2-(p-methoxybenzyl)propyl acetate

Chemical Property of (S)-3-(tert-butyldimethylsilyloxy)-2-(p-methoxybenzyl)propyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(tert-butyldimethylsilyloxy)-2-(p-methoxybenzyl)propyl acetate

There total 4 articles about (S)-3-(tert-butyldimethylsilyloxy)-2-(p-methoxybenzyl)propyl acetate 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: 96.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (R)-3-hydroxy-2-(p-methoxybenzyl)propyl acetate (174417-66-4) → (S)-3-(tert-butyldimethylsilyloxy)-2-(p-methoxybenzyl)propyl acetate (174417-75-5)

Guidance literature:

With pyridine; In dichloromethane; for 24h; Ambient temperature;

DOI:10.3987/COM-95-7232

Reference yield:

2-(p-methoxybenzyl)propane-1,3-diol (63559-26-2) → (S)-3-(tert-butyldimethylsilyloxy)-2-(p-methoxybenzyl)propyl acetate (174417-75-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / 2,6-di-tert-butyl-p-cresole, Lipase PS / diisopropyl ether; H₂O / 1.5 h / Ambient temperature

2: 96 percent / pyridine / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; Lipase PS; 2,6-di-tert-butyl-4-methyl-phenol; In dichloromethane; di-isopropyl ether; water;

DOI:10.3987/COM-95-7232

Reference yield:

p-methoxybenzyl chloride (824-94-2) → (S)-3-(tert-butyldimethylsilyloxy)-2-(p-methoxybenzyl)propyl acetate (174417-75-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 74 percent / 1.) sodium hydride / 1.) mineral oil, THF, r.t., 30 min; 2.) THF, 4 h, reflux

2: 95 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

3: 96 percent / 2,6-di-tert-butyl-p-cresole, Lipase PS / diisopropyl ether; H₂O / 1.5 h / Ambient temperature

4: 96 percent / pyridine / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; lithium aluminium tetrahydride; Lipase PS; 2,6-di-tert-butyl-4-methyl-phenol; sodium hydride; In tetrahydrofuran; dichloromethane; di-isopropyl ether; water;

DOI:10.3987/COM-95-7232

upstream raw materials:

tert-butyldimethylsilyl chloride

(R)-3-hydroxy-2-(p-methoxybenzyl)propyl acetate

2-(p-methoxybenzyl)propane-1,3-diol

p-methoxybenzyl chloride

Downstream raw materials:

3-(tert-butyldimethylsilyloxy)-2-(p-methoxybenzyl)propanol

dihydro-4-[(4-methoxyphenyl)methyl]-2(3H)-furanone

4-tert-butyldimethylsilyloxy-3-(p-methoxybenzyl)butyronitrile

3-tert-butyldimethylsilyloxy-2-(p-methoxybenzyl)propyl mesylate