(1R,2S)-2-((methoxymethoxy)methyl)-1-((trimethylsilyl)ethynyl)cyclohexanol

Base Information

• Chemical Name: (1R,2S)-2-((methoxymethoxy)methyl)-1-((trimethylsilyl)ethynyl)cyclohexanol
• CAS No.: 1374119-14-8
• Molecular Formula: C₁₄H₂₆O₃Si
• Molecular Weight: 270.444
• Mol file: 1374119-14-8.mol

Synonyms:(1R,2S)-2-((methoxymethoxy)methyl)-1-((trimethylsilyl)ethynyl)cyclohexanol

Chemical Property of (1R,2S)-2-((methoxymethoxy)methyl)-1-((trimethylsilyl)ethynyl)cyclohexanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S)-2-((methoxymethoxy)methyl)-1-((trimethylsilyl)ethynyl)cyclohexanol

There total 4 articles about (1R,2S)-2-((methoxymethoxy)methyl)-1-((trimethylsilyl)ethynyl)cyclohexanol 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: 46.0%

(S)-2-((MOM)methyl)cyclohexanone (1374119-02-4) + trimethylsilylacetylene (1066-54-2) → (1R,2S)-2-((methoxymethoxy)methyl)-1-((trimethylsilyl)ethynyl)cyclohexanol (1374119-14-8) + (1S,2S)-2-((methoxymethoxy)methyl)-1-((trimethylsilyl)ethynyl)cyclohexanol (1374119-05-7)

Guidance literature:

trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

(S)-2-((MOM)methyl)cyclohexanone; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1021/jm201746x

Reference yield: 46.0%

→ (1R,2S)-2-((methoxymethoxy)methyl)-1-((trimethylsilyl)ethynyl)cyclohexanol (1374119-14-8) + (1S,2S)-2-((methoxymethoxy)methyl)-1-((trimethylsilyl)ethynyl)cyclohexanol (1374119-05-7)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

In tetrahydrofuran; hexane; for 2h;

Reference yield:

(S)-αlfa;-hydroxymethylcyclohexanone (220199-90-6) → (1R,2S)-2-((methoxymethoxy)methyl)-1-((trimethylsilyl)ethynyl)cyclohexanol (1374119-14-8) + (1S,2S)-2-((methoxymethoxy)methyl)-1-((trimethylsilyl)ethynyl)cyclohexanol (1374119-05-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 °C

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

2.2: 2 h / -78 °C

With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm201746x

upstream raw materials:

(S)-2-((MOM)methyl)cyclohexanone

trimethylsilylacetylene

cyclohexanone

(S)-αlfa;-hydroxymethylcyclohexanone