((1R,3S)-3-(((tert-butyldiphenylsilyl)oxy)methyl)-1,2,2-trimethylcyclopentyl)methanol

Base Information

• Chemical Name: ((1R,3S)-3-(((tert-butyldiphenylsilyl)oxy)methyl)-1,2,2-trimethylcyclopentyl)methanol
• CAS No.: 220272-30-0
• Molecular Formula: C₂₆H₃₈O₂Si
• Molecular Weight: 410.672
• Mol file: 220272-30-0.mol

Synonyms:((1R,3S)-3-(((tert-butyldiphenylsilyl)oxy)methyl)-1,2,2-trimethylcyclopentyl)methanol

Chemical Property of ((1R,3S)-3-(((tert-butyldiphenylsilyl)oxy)methyl)-1,2,2-trimethylcyclopentyl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1R,3S)-3-(((tert-butyldiphenylsilyl)oxy)methyl)-1,2,2-trimethylcyclopentyl)methanol

There total 1 articles about ((1R,3S)-3-(((tert-butyldiphenylsilyl)oxy)methyl)-1,2,2-trimethylcyclopentyl)methanol 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: 95.0%

(+)-(1R,3S)-1,2,2-Trimethyl-1,3-bis(hydroxymethyl)cyclopentane (68510-42-9) + tert-butylchlorodiphenylsilane (58479-61-1) → ((1R,3S)-3-(((tert-butyldiphenylsilyl)oxy)methyl)-1,2,2-trimethylcyclopentyl)methanol (220272-30-0)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 ℃; Inert atmosphere;

DOI:10.3390/molecules26061629

Reference yield: 81.0%

((1R,3S)-3-(((tert-butyldiphenylsilyl)oxy)methyl)-1,2,2-trimethylcyclopentyl)methanol (220272-30-0) → (1R,3S)-3-((tert-butyldiphenylsilyloxy)methyl)-1,2,2-trimethylcyclopentanecarbaldehyde (220272-31-1)

Guidance literature:

With 4-methyl-morpholine; tetrapropylammonium perruthennate; In dichloromethane; at 20 ℃; for 4h; Molecular sieve;

Reference yield:

((1R,3S)-3-(((tert-butyldiphenylsilyl)oxy)methyl)-1,2,2-trimethylcyclopentyl)methanol (220272-30-0) → 3-((1R,3S)-3-(hydroxymethyl)-1,2,2-trimethylcyclopentyl)-1-phenylprop-2-yn-1-ol

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine; sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 2 h / 0 °C / Inert atmosphere

2.1: triphenylphosphine / dichloromethane / 0 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / 0 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran

With n-butyllithium; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide;

DOI:10.3390/molecules26061629

upstream raw materials:

(+)-(1R,3S)-1,2,2-Trimethyl-1,3-bis(hydroxymethyl)cyclopentane

tert-butylchlorodiphenylsilane

Downstream raw materials:

(1R,3S)-3-((tert-butyldiphenylsilyloxy)methyl)-1,2,2-trimethylcyclopentanecarbaldehyde