((1S,6S)-6-vinylcyclohex-3-en-1-yl)methyl methanesulfonate

Base Information

• Chemical Name: ((1S,6S)-6-vinylcyclohex-3-en-1-yl)methyl methanesulfonate
• CAS No.: 1366127-54-9
• Molecular Formula: C₁₀H₁₆O₃S
• Molecular Weight: 216.301
• Mol file: 1366127-54-9.mol

Synonyms:((1S,6S)-6-vinylcyclohex-3-en-1-yl)methyl methanesulfonate

Chemical Property of ((1S,6S)-6-vinylcyclohex-3-en-1-yl)methyl methanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1S,6S)-6-vinylcyclohex-3-en-1-yl)methyl methanesulfonate

There total 1 articles about ((1S,6S)-6-vinylcyclohex-3-en-1-yl)methyl methanesulfonate 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: 88.0%

methanesulfonyl chloride (124-63-0) + (-)-(1S,6S)-6-vinyl-3-cyclohexene-1-methanol (56799-24-7,56799-29-2,103618-33-3,103618-46-8,103618-32-2) → ((1S,6S)-6-vinylcyclohex-3-en-1-yl)methyl methanesulfonate (1366127-54-9)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c2cc17915f

Reference yield: 84.0%

potassium cyanide + ((1S,6S)-6-vinylcyclohex-3-en-1-yl)methyl methanesulfonate (1366127-54-9) → 2-((1R,6S)-6-vinylcyclohex-3-en-1-yl)acetonitrile (1366127-43-6)

Guidance literature:

With 18-crown-6 ether; sodium iodide; In acetonitrile; for 60h; Reflux; Inert atmosphere;

DOI:10.1039/c2cc17915f

Reference yield:

((1S,6S)-6-vinylcyclohex-3-en-1-yl)methyl methanesulfonate (1366127-54-9) → 2-(6-vinyl-cyclohex-3-enyl)acetaldehyde

Guidance literature:

Multi-step reaction with 2 steps

1.1: 18-crown-6 ether; sodium iodide / acetonitrile / 60 h / Reflux; Inert atmosphere

2.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 2.5 h / -78 - 20 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

With 18-crown-6 ether; diisobutylaluminium hydride; sodium iodide; In tetrahydrofuran; toluene; acetonitrile;

DOI:10.1039/c2cc17915f

upstream raw materials:

methanesulfonyl chloride

(-)-(1S,6S)-6-vinyl-3-cyclohexene-1-methanol

Downstream raw materials:

2-((1R,6S)-6-vinylcyclohex-3-en-1-yl)acetonitrile

C₁₄H₂₂

C₁₄H₂₂