(2R,6S)-7-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-1-heptyl p-toluenesulfonate

Base Information

• Chemical Name: (2R,6S)-7-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-1-heptyl p-toluenesulfonate
• CAS No.: 92934-94-6
• Molecular Formula: C₂₂H₄₀O₄SSi
• Molecular Weight: 428.709
• Mol file: 92934-94-6.mol

Synonyms:(2R,6S)-7-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-1-heptyl p-toluenesulfonate

Chemical Property of (2R,6S)-7-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-1-heptyl p-toluenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,6S)-7-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-1-heptyl p-toluenesulfonate

There total 25 articles about (2R,6S)-7-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-1-heptyl p-toluenesulfonate 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%

(2R,6S)-7-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-1-heptanol (99529-29-0) + p-toluenesulfonyl chloride (98-59-9) → (2R,6S)-7-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-1-heptyl p-toluenesulfonate (92934-94-6)

Guidance literature:

With pyridine; In dichloromethane; for 48h; Ambient temperature;

DOI:10.1021/jo00244a017

Reference yield: 88.0%

tert-butyldimethylsilyl chloride (18162-48-6) + Toluene-4-sulfonic acid (2R,6S)-7-hydroxy-2,6-dimethyl-heptyl ester (92934-93-5) → (2R,6S)-7-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-1-heptyl p-toluenesulfonate (92934-94-6)

Guidance literature:

With 1H-imidazole; In tetrahydrofuran; at 25 ℃;

DOI:10.1139/v84-267

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (2R,6S)-7-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-1-heptyl p-toluenesulfonate (92934-94-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 4-(dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 5 h

2: pyridine / CH₂Cl₂ / 2 h / Ambient temperature

4: 99 percent / H₂ / PtO₂ / ethyl acetate / 3 h

5: 98 percent / LiAlH₄ / diethyl ether / 3 h / Ambient temperature

6: 96 percent / pyridine / CH₂Cl₂ / 48 h / Ambient temperature

With pyridine; dmap; lithium aluminium tetrahydride; hydrogen; triethylamine; platinum(IV) oxide; In diethyl ether; dichloromethane; ethyl acetate;

DOI:10.1021/jo00244a017

upstream raw materials:

7-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-heptan-1-ol

p-toluenesulfonyl chloride

(S)-2-Methyl-pent-4-ene-1,3-diol

5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-pent-1-en-3-ol

Downstream raw materials:

(2S,6R,10S,14R)-1-<(tert-butyldimethylsilyl)oxy>-16-<(2'-methoxyethoxy)methoxy>-9-(phenylsulfonyl)-2,6,10,14-tetramethylhexadecane

(2S,6R)-2,6-dimethyl-8-<(2'-methoxyethoxy)methoxy>-1-(phenylsulfonyl)octane

(2S,6R)-2,6-dimethyl-8-<(2'-methoxyethoxy)methoxy>-1-(phenylthio)octane

(S)-Methoxy-phenyl-acetic acid (2S,6S)-2,6,10-trimethyl-undecyl ester