(2S)-alpha,alpha-Diphenyl-2-azetidinemethanol

Base Information

• Chemical Name: (2S)-alpha,alpha-Diphenyl-2-azetidinemethanol
• CAS No.: 144054-71-7
• Molecular Formula: C₁₆H₁₇NO
• Molecular Weight: 239.317
• DSSTox Substance ID: DTXSID901285567
• Nikkaji Number: J502.353J
• Mol file: 144054-71-7.mol

Synonyms:SCHEMBL6295242;DTXSID901285567;(2S)-alpha,alpha-Diphenyl-2-azetidinemethanol;(S)-alpha,alpha-Diphenylazetidine-2alpha-methanol;144054-71-7

Chemical Property of (2S)-alpha,alpha-Diphenyl-2-azetidinemethanol

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 239.131014166
• Heavy Atom Count: 18
• Complexity: 248

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CNC1C(C2=CC=CC=C2)(C3=CC=CC=C3)O
• Isomeric SMILES: C1CN[C@@H]1C(C2=CC=CC=C2)(C3=CC=CC=C3)O

Technology Process of (2S)-alpha,alpha-Diphenyl-2-azetidinemethanol

There total 2 articles about (2S)-alpha,alpha-Diphenyl-2-azetidinemethanol 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: 95.0%

(S)-N-tritylazetidin-2-yl(diphenyl)methanol → (S)-α,α-diphenyl-(azetidin-2-yl)methanol (144054-71-7)

Guidance literature:

With sulfuric acid; In methanol; water; at 20 ℃; for 48h;

DOI:10.1021/jo5023712

Reference yield:

(S)-2-(Hydroxy-diphenyl-methyl)-azetidine-1-carboxylic acid benzyl ester (144062-05-5) → (S)-α,α-diphenyl-(azetidin-2-yl)methanol (144054-71-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 0.0833333h; under 2327.2 Torr;

DOI:10.1016/S0957-4166(00)82184-9

Reference yield: 95.0%

(S)-2-hydroxy-3-((2-(hydroxydi-p-tolylmethyl)pyrrolidin-1-yl)-methyl)-5-methylbenzaldehyde + (S)-α,α-diphenyl-(azetidin-2-yl)methanol (144054-71-7) → 2-(((S)-2-(hydroxydi-p-tolylmethyl)pyrrolidin-1-yl)methyl)-6-(((S)-2-(hydroxydiphenylmethyl)azetidin-1-yl)methyl)-4-methylphenol

Guidance literature:

(S)-2-hydroxy-3-((2-(hydroxydi-p-tolylmethyl)pyrrolidin-1-yl)-methyl)-5-methylbenzaldehyde; (S)-α,α-diphenyl-(azetidin-2-yl)methanol; In ethanol; at 20 ℃; for 2h;

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 3h;

DOI:10.1021/acs.joc.9b00645

upstream raw materials:

(S)-2-(Hydroxy-diphenyl-methyl)-azetidine-1-carboxylic acid benzyl ester