2-Isopropyliden-1-methylcyclobutanaethanol

Base Information

• Chemical Name: 2-Isopropyliden-1-methylcyclobutanaethanol
• CAS No.: 34502-21-1
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.252
• Mol file: 34502-21-1.mol

Synonyms:2-Isopropyliden-1-methylcyclobutanaethanol

Chemical Property of 2-Isopropyliden-1-methylcyclobutanaethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Isopropyliden-1-methylcyclobutanaethanol

There total 11 articles about 2-Isopropyliden-1-methylcyclobutanaethanol 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: 17.0%

(1R,2S)-2-Isopropenyl-1-(2-methoxymethoxy-ethyl)-1-methyl-cyclobutane → 2-Isopropyliden-1-methylcyclobutanaethanol (34502-21-1) + grandisol (26532-22-9,28117-21-7,30346-21-5,30820-22-5,51937-29-2,54088-78-7,68225-45-6,108645-56-3) + 2,2,6-trimethyl-3-oxa-bicyclo[4.2.0]octane

Guidance literature:

With methanol; AG 50Wx₄ resin; at 20 ℃; for 120h;

Reference yield:

2-((2R)-2-methyl-2-{2-[(tetrahydro-2H-pyran-2-yl)oxy]ethyl}cyclobutyl)propan-2-ol → (1R, 2S)-grandisol (26532-22-9) + 2-((R)-2-Isopropylidene-1-methyl-cyclobutyl)-ethanol (34502-21-1)

Guidance literature:

2-((2R)-2-methyl-2-{2-[(tetrahydro-2H-pyran-2-yl)oxy]ethyl}cyclobutyl)propan-2-ol; With pyridine; thionyl chloride; at 0 - 5 ℃; for 2h; Inert atmosphere;

In methanol; at 20 - 25 ℃; for 14h; Inert atmosphere;

DOI:10.1002/ejoc.201801160

Reference yield:

6-methyl-2-{2-[(tetrahydro-2H-pyran-2-yl)oxy]ethyl}hept-5-enenitrile → (1R, 2S)-grandisol (26532-22-9) + 2-((R)-2-Isopropylidene-1-methyl-cyclobutyl)-ethanol (34502-21-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: oxone||potassium monopersulfate triple salt; potassium carbonate; disodium ethylenediamine tetraacetic acid; Shi's ketone; tetra(n-butyl)ammonium hydrogensulfate / acetonitrile / 1.5 h / 0 - 5 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / toluene / 0.5 h / 60 - 65 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / toluene / 6 h / 0 - 25 °C / Inert atmosphere

4.1: hydrazine hydrate / diethylene glycol / 0.5 h / 200 - 205 °C / Inert atmosphere

4.2: 3 h / 200 - 205 °C / Inert atmosphere

5.1: pyridine; thionyl chloride / 2 h / 0 - 5 °C / Inert atmosphere

5.2: Dowex 50WX₈ / 14 h / 20 - 25 °C / Inert atmosphere

With pyridine; thionyl chloride; Shi's ketone; oxone||potassium monopersulfate triple salt; tetra(n-butyl)ammonium hydrogensulfate; diisobutylaluminium hydride; potassium carbonate; hydrazine hydrate; disodium ethylenediamine tetraacetic acid; lithium hexamethyldisilazane; In toluene; acetonitrile; diethylene glycol; 1.1: |Shi Asymmetric Epoxidation / 4.1: |Wolff-Kishner Reduction / 4.2: |Wolff-Kishner Reduction;

DOI:10.1002/ejoc.201801160

upstream raw materials:

(+)-(1R,2R)-1-(2'-hydroxyethyl)-2-(1'-hydroxy-1'-methylethyl)-1-methylcyclobutane

5-iodo-2-methylpent-2-ene

6-methylhept-5-enenitrile