6,6-dimethoxy-2-(4,4-dimethoxy-1-cyclohexenyl)hexan-1-yl p-toluenosylfonate

Base Information

• Chemical Name: 6,6-dimethoxy-2-(4,4-dimethoxy-1-cyclohexenyl)hexan-1-yl p-toluenosylfonate
• CAS No.: 169695-57-2
• Molecular Formula: C₂₃H₃₆O₇S
• Molecular Weight: 456.601
• Mol file: 169695-57-2.mol

Synonyms:6,6-dimethoxy-2-(4,4-dimethoxy-1-cyclohexenyl)hexan-1-yl p-toluenosylfonate

Chemical Property of 6,6-dimethoxy-2-(4,4-dimethoxy-1-cyclohexenyl)hexan-1-yl p-toluenosylfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6,6-dimethoxy-2-(4,4-dimethoxy-1-cyclohexenyl)hexan-1-yl p-toluenosylfonate

There total 6 articles about 6,6-dimethoxy-2-(4,4-dimethoxy-1-cyclohexenyl)hexan-1-yl p-toluenosylfonate 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: 97.0%

p-toluenesulfonyl chloride (98-59-9) + 6,6-dimethoxy-2-(4,4-dimethoxy-1-cyclohexenyl)hexan-1-ol (169695-56-1) → 6,6-dimethoxy-2-(4,4-dimethoxy-1-cyclohexenyl)hexan-1-yl p-toluenosylfonate (169695-57-2)

Guidance literature:

With dmap; In dichloromethane;

DOI:10.1016/S0040-4039(00)73130-3

Reference yield:

4-bromo-1,1-dimethoxybutane (24157-02-6) → 6,6-dimethoxy-2-(4,4-dimethoxy-1-cyclohexenyl)hexan-1-yl p-toluenosylfonate (169695-57-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) LDA, HMPA / 1.) THF, -78 deg C, 30 min, 2.) THF, from - 78 deg C to RT, 12 h

2: 94 percent / LiAlH₄ / diethyl ether / 0.25 h / Ambient temperature

3: 92 percent / DMAP, Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium aluminium tetrahydride; triethylamine; lithium diisopropyl amide; In diethyl ether; dichloromethane;

DOI:10.1248/cpb.43.1017

Reference yield:

ethyl 6,6-dimethoxy-2-(4,4-dimethoxy-1-cyclohexenyl)hexanoate (169695-55-0) → 6,6-dimethoxy-2-(4,4-dimethoxy-1-cyclohexenyl)hexan-1-yl p-toluenosylfonate (169695-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / LiAlH₄ / diethyl ether / 0.25 h / Ambient temperature

2: 92 percent / DMAP, Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; triethylamine; In diethyl ether; dichloromethane;

DOI:10.1248/cpb.43.1017

upstream raw materials:

p-toluenesulfonyl chloride

6,6-dimethoxy-2-(4,4-dimethoxy-1-cyclohexenyl)hexan-1-ol

4-bromo-1,1-dimethoxybutane

(4-oxocyclohexylidene)acetic acid ethyl ester