Cyclobutaneethanol, 1-methyl-2-[1-methyl-2-(phenylsulfinyl)ethyl]-

Base Information

• Chemical Name: Cyclobutaneethanol, 1-methyl-2-[1-methyl-2-(phenylsulfinyl)ethyl]-
• CAS No.: 56102-13-7
• Molecular Formula: C16H24O2S
• Molecular Weight: 280.431
• Mol file: 56102-13-7.mol

Synonyms:

Chemical Property of Cyclobutaneethanol, 1-methyl-2-[1-methyl-2-(phenylsulfinyl)ethyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclobutaneethanol, 1-methyl-2-[1-methyl-2-(phenylsulfinyl)ethyl]-

There total 11 articles about Cyclobutaneethanol, 1-methyl-2-[1-methyl-2-(phenylsulfinyl)ethyl]- 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:

1-(1'-Hydroxyeth-2'-yl)-1-methyl-(1'-phenylthioprop-2'-yl)cyclobutan (56102-12-6) → 2-[(1S,2R)-2-(2-Benzenesulfinyl-1-methyl-ethyl)-1-methyl-cyclobutyl]-ethanol (56102-13-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/ja00451a040

Reference yield:

cyclopropylphenylsulfide (14633-54-6) → 2-[(1S,2R)-2-(2-Benzenesulfinyl-1-methyl-ethyl)-1-methyl-cyclobutyl]-ethanol (56102-13-7)

Guidance literature:

Multi-step reaction with 11 steps

1: (i) nBuLi, THF, (ii) /BRN= 1817781/, (iii) TsOH, benzene

2: (i) nBuLi, (ii) /BRN= 2503992/

3: TsOH / benzene

4: pyridinium bromide perbromide / acetic acid

5: AgNO₃

6: LiAlH₄ / tetrahydrofuran

7: Et₃N, Py*SO₃ / dimethylsulfoxide

8: KOH, N₂H₄*H₂O, triethylene glycol

9: aq. HCl / tetrahydrofuran

10: LiAlH₄ / diethyl ether

11: MCPBA / CH₂Cl₂

With hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; pyridinium hydrobromide perbromide; sulfur trioxide pyridine complex; toluene-4-sulfonic acid; hydrazine hydrate; silver nitrate; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol; In tetrahydrofuran; diethyl ether; dichloromethane; acetic acid; dimethyl sulfoxide; benzene;

DOI:10.1021/ja00451a040

Reference yield:

2-(1-Methyl-2-phenylsulfanyl-ethyl)-cyclobutanone (56102-07-9) → 2-[(1S,2R)-2-(2-Benzenesulfinyl-1-methyl-ethyl)-1-methyl-cyclobutyl]-ethanol (56102-13-7)

Guidance literature:

Multi-step reaction with 10 steps

1: (i) nBuLi, (ii) /BRN= 2503992/

2: TsOH / benzene

3: pyridinium bromide perbromide / acetic acid

4: AgNO₃

5: LiAlH₄ / tetrahydrofuran

6: Et₃N, Py*SO₃ / dimethylsulfoxide

7: KOH, N₂H₄*H₂O, triethylene glycol

8: aq. HCl / tetrahydrofuran

9: LiAlH₄ / diethyl ether

10: MCPBA / CH₂Cl₂

With hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; pyridinium hydrobromide perbromide; sulfur trioxide pyridine complex; toluene-4-sulfonic acid; hydrazine hydrate; silver nitrate; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol; In tetrahydrofuran; diethyl ether; dichloromethane; acetic acid; dimethyl sulfoxide; benzene;

DOI:10.1021/ja00451a040

upstream raw materials:

1-(1'-Hydroxyeth-2'-yl)-1-methyl-(1'-phenylthioprop-2'-yl)cyclobutan

cyclopropylphenylsulfide

2-(1-Methyl-2-phenylsulfanyl-ethyl)-cyclobutanone

1-Methyl-1-(2'-oxoethyl)-2-(1'-phenylthioprop-2'-yl)cyclobutan

Downstream raw materials:

trans-2-(1-methyl-2-(prop-1-en-2-yl)cyclobutyl)ethanol

grandisol