(1S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,5-dienyl-hydroperoxide

Base Information

• Chemical Name: (1S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,5-dienyl-hydroperoxide
• CAS No.: 125164-84-3
• Molecular Formula: C₁₈H₃₆O₄Si₂
• Molecular Weight: 372.652
• Mol file: 125164-84-3.mol

Synonyms:(1S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,5-dienyl-hydroperoxide

Chemical Property of (1S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,5-dienyl-hydroperoxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,5-dienyl-hydroperoxide

There total 2 articles about (1S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,5-dienyl-hydroperoxide 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: 45.0%

(5S,6R)-5,6-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-1,3-diene (125164-82-1) → (1S,4R,7R,8S)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-2,3-dioxa-bicyclo[2.2.2]oct-5-ene (125164-83-2) + (1S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,5-dienyl-hydroperoxide (125164-84-3)

Guidance literature:

With oxygen; at -80 ℃; Irradiation;

DOI:10.1016/S0040-4039(00)99416-4

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (1S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,5-dienyl-hydroperoxide (125164-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide

2: 45 percent / ¹O₂ / -80 °C / Irradiation

With 1H-imidazole; oxygen; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)99416-4

Reference yield: 100.0%

(1S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,5-dienyl-hydroperoxide (125164-84-3) → (1S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,5-dienol (125164-94-5)

Guidance literature:

With triphenylphosphine; In dichloromethane;

DOI:10.1016/S0040-4039(00)99416-4

upstream raw materials:

(5S,6R)-5,6-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-1,3-diene

tert-butyldimethylsilyl chloride

Downstream raw materials:

(1S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexa-2,5-dienol