2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-3-one

Base Information

• Chemical Name: 2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-3-one
• CAS No.: 113778-82-8
• Molecular Formula: C₁₉H₃₂O₃Si
• Molecular Weight: 336.547
• Mol file: 113778-82-8.mol

Synonyms:2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-3-one

Chemical Property of 2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-3-one

There total 1 articles about 2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-3-one 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:

tert-butyldimethylsilyl chloride (18162-48-6) + 4-methyl-2-(phenylmethoxy)-1,3-pentanediol (113778-42-0,113778-43-1,139561-11-8) → 2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-3-one (113778-82-8)

Guidance literature:

With dmap; dipyridinium dichromate; 3 A molecular sieve; triethylamine; Yield given. Multistep reaction; 1.) dichloromethane, room temp., 12 h.; 2.) dichloromethane, acetic acid, room temp., 2 h.;

DOI:10.1021/ja00219a035

Reference yield:

2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-3-one (113778-82-8) → (4R,5R)-5-Benzyloxy-4-isopropyl-2,2-dimethyl-[1,3]dioxane (113778-79-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / HF-pyridine complex / acetonitrile / 2 h / 0 °C

2: tetramethylammonium triacetoxyborohydride / acetonitrile; acetic acid / -40 deg C, 12 h. then room temp., 1 h.

3: p-toluenesulfonic acid / 3 h

With pyridine hydrogenfluoride; tetramethylammonium triacetoxyborohydride; toluene-4-sulfonic acid; In acetic acid; acetonitrile;

DOI:10.1021/ja00219a035

Reference yield:

2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-3-one (113778-82-8) → (4R,5S)-5-Benzyloxy-4-isopropyl-2,2-dimethyl-[1,3]dioxane (113778-80-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / HF-pyridine complex / acetonitrile / 2 h / 0 °C

2: 76 percent / tetramethylammonium triacetoxyborohydride / acetonitrile; acetic acid / -40 deg C, 12 h. then room temp., 1 h.

3: p-toluenesulfonic acid / 3 h

With pyridine hydrogenfluoride; tetramethylammonium triacetoxyborohydride; toluene-4-sulfonic acid; In acetic acid; acetonitrile;

DOI:10.1021/ja00219a035

upstream raw materials:

tert-butyldimethylsilyl chloride

4-methyl-2-(phenylmethoxy)-1,3-pentanediol

Downstream raw materials:

(2S^*,3S^*)-4-methyl-2-(phenylmethoxy)-1,3-pentanediol

(2S^*,3R^*)-4-methyl-2-(phenylmethoxy)-1,3-pentanediol

(4R,5R)-5-Benzyloxy-4-isopropyl-2,2-dimethyl-[1,3]dioxane

(4R,5S)-5-Benzyloxy-4-isopropyl-2,2-dimethyl-[1,3]dioxane