(S)-2-phenyloxetane

Base Information

• Chemical Name: (S)-2-phenyloxetane
• CAS No.: 159652-77-4
• Molecular Formula: C9H10O
• Molecular Weight: 134
• Mol file: 159652-77-4.mol

Synonyms:(S)-2-phenyloxetane

Chemical Property of (S)-2-phenyloxetane

Chemical Property:

• PSA: 9.23000
• LogP: 2.14800

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-phenyloxetane

There total 3 articles about (S)-2-phenyloxetane 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: 85.0%

(R)-Styrene oxide (20780-53-4) + dimethylsulfoxonium methylide (70775-39-2,5367-24-8) → (S)-(-)-2-phenyloxetane (159652-77-4)

Guidance literature:

In tert-butyl alcohol; at 50 - 70 ℃; stereospecific reaction;

DOI:10.1021/jo101330p

Reference yield:

3-chloropropiophenone (936-59-4) → (S)-(-)-2-phenyloxetane (159652-77-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / (R,R')-N,N'-dibenzoylcystine, LiBH₄, t-BuOH / tetrahydrofuran / 9 h / -78 - -30 °C

2: 1.) AcCl, pyridine, 2.) KOH

With pyridine; potassium hydroxide; lithium borohydride; N,N′-dibenzoyl-L-cysteine; acetyl chloride; tert-butyl alcohol; In tetrahydrofuran;

DOI:10.1039/c39860001018

Reference yield:

3-chloro-1-phenyl-propan-1-ol (18776-12-0,125712-82-5) → (S)-(-)-2-phenyloxetane (159652-77-4) + (R)-(+)-2-Phenyloxetane (106760-61-6)

Guidance literature:

With pyridine; potassium hydroxide; acetyl chloride; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1039/c39860001018

upstream raw materials:

3-chloro-1-phenyl-propan-1-ol

3-chloropropiophenone

(R)-Styrene oxide

dimethylsulfoxonium methylide

Downstream raw materials:

(S)-2-phenyltetrahydrofuran

Refernces

• 1、 Soai, Kenso,Niwa, Seiji,Yamanoi, Takashi,Hikima, Hitoshi,Ishizaki, Miyuki. "Asymmetric Synthesis of 2-Aryl Substituted Oxetanes by Enantioselective Reduction of β-Halogenoketones using Lithium Borohydride modified with N,N'-Dibenzoylcystine". . p. 1018 - 1019. Retrieved 2007/10/02.