(1S,2S)-methyl-(+)-2β-<2-(1,3-dioxolan-2-yl)ethyl>-1β,3,3-trimethylcyclohexanecarboxylate

Base Information

• Chemical Name: (1S,2S)-methyl-(+)-2β-<2-(1,3-dioxolan-2-yl)ethyl>-1β,3,3-trimethylcyclohexanecarboxylate
• CAS No.: 125265-48-7
• Molecular Formula: C₁₆H₂₈O₄
• Molecular Weight: 284.396
• Mol file: 125265-48-7.mol

Synonyms:(1S,2S)-methyl-(+)-2β-<2-(1,3-dioxolan-2-yl)ethyl>-1β,3,3-trimethylcyclohexanecarboxylate

Chemical Property of (1S,2S)-methyl-(+)-2β-<2-(1,3-dioxolan-2-yl)ethyl>-1β,3,3-trimethylcyclohexanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-methyl-(+)-2β-<2-(1,3-dioxolan-2-yl)ethyl>-1β,3,3-trimethylcyclohexanecarboxylate

There total 3 articles about (1S,2S)-methyl-(+)-2β-<2-(1,3-dioxolan-2-yl)ethyl>-1β,3,3-trimethylcyclohexanecarboxylate 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:

(-)-(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-5,5,8a-trimethylnaphthalen-1(2H)-one (60134-39-6) → (1S,2S)-methyl-(+)-2β-<2-(1,3-dioxolan-2-yl)ethyl>-1β,3,3-trimethylcyclohexanecarboxylate (125265-48-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / lithium di-isopropylamide (LDA), 2-sulphonyloxaziridine

2: 1.) Pb(OAc)4; 2.) p-MeC₆H₄SO₃H

With lead(IV) acetate; 2-sulphonyloxaziridine; toluene-4-sulfonic acid; lithium diisopropyl amide;

DOI:10.1039/C39890001093

Reference yield:

(2R,4aS,8aS)-(-)-1,2,3,4,4a,5,6,7,8,8a-decahydro-2α-hydroxy-5,5,8aβ-trimethyl-1-oxonaphthalene (97868-04-7) + ethylene glycol (107-21-1) → (1S,2S)-methyl-(+)-2β-<2-(1,3-dioxolan-2-yl)ethyl>-1β,3,3-trimethylcyclohexanecarboxylate (125265-48-7)

Guidance literature:

With lead(IV) acetate; toluene-4-sulfonic acid; Yield given. Multistep reaction; 1a) MeOH, hexane, 0 deg C, 20 min, 1b) RT, 30 min, 2) benzene, reflux, 1.5 h;

DOI:10.1039/P19900002481

Reference yield:

methanol (67-56-1) + (4aS,8aS)-2-Hydroxy-5,5,8a-trimethyl-octahydro-naphthalen-1-one (125355-03-5) + ethylene glycol (107-21-1) → (1S,2S)-methyl-(+)-2β-<2-(1,3-dioxolan-2-yl)ethyl>-1β,3,3-trimethylcyclohexanecarboxylate (125265-48-7)

Guidance literature:

With lead(IV) acetate; toluene-4-sulfonic acid; Yield given. Multistep reaction;

DOI:10.1039/C39890001093

upstream raw materials:

methanol

(4aS,8aS)-2-Hydroxy-5,5,8a-trimethyl-octahydro-naphthalen-1-one

ethylene glycol

(2R,4aS,8aS)-(-)-1,2,3,4,4a,5,6,7,8,8a-decahydro-2α-hydroxy-5,5,8aβ-trimethyl-1-oxonaphthalene

Downstream raw materials:

(1S,2S)-(-)-<2β-<2-(1,3-dioxolan-2-yl)ethyl>-1β,3,3-trimethylcyclohexyl>methanol

(2S,3R)-(+)-2β-(3-hydroxyiminopropyl)-1,1,3β-trimethyl-3α-vinylcyclohexane

(-)-4-<(1S,6R)-2,2,6-trimethyl-6-vinylcyclohexyl>butan-2-one

3-((1S)-2,2,6c-trimethyl-6t-vinyl-cyclohex-r-yl)-propionic acid