360574-96-5

Basic information

• Product Name: [1-(2,2-dimethylpropanoyl)-2-pyrrolidinyl](diphenyl)methanol
• Synonyms: [1-(2,2-dimethylpropanoyl)-2-pyrrolidinyl](diphenyl)methanol
• CAS NO: 360574-96-5
• Molecular Formula: C₂₂H₂₇NO₂
• Molecular Weight: 337.45528
• Mol File: 360574-96-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [1-(2,2-dimethylpropanoyl)-2-pyrrolidinyl](diphenyl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: [1-(2,2-dimethylpropanoyl)-2-pyrrolidinyl](diphenyl)methanol(360574-96-5)
• EPA Substance Registry System: [1-(2,2-dimethylpropanoyl)-2-pyrrolidinyl](diphenyl)methanol(360574-96-5)

Safety Data

• Hazardous Substances Data: 360574-96-5(Hazardous Substances Data)

Upstream product

• 22348-32-9 (S)-diphenylprolinol 
• 3282-30-2 pivaloyl chloride 
• 77581-28-3 (S)-proline-N-ethyl carbamate methyl ester 
• 152326-82-4 ethyl (S)-(-)-2--1-pyrrolidinecarboxylate 

Relevant articles and documents

Asymmetric synthesis of (diene)Fe(CO)3 complexes by a catalytic enantioselective alkylation using dialkylzincs

The reaction of meso-(2,4-hexadien-1,6-dial)Fe(CO)3 complex 1 with several alkylzincs in the presence of 50 mol% of (S)-(+)diphenyl(1- methylpyrrolidin-2-yl)methanol 6a proceeded with high enantiotopic group- and diastereotopic face-selectivity to give (2R,6S)-alcohol complexes 2a-c as major products, except in the case with dimethylzinc (>90% de and >98% ee). On the otherhand, the methylation of 1 with Me2Zn proceeded with high enantioselectivity by adding 1.8 equiv. of Ti(Oi-Pr)4 in the presence of 3 tool% of (S,S)- 1,2-bis(trifluoromethylsulfonamide)cyclohexane 9a (82% de, 96% ee). The enantioselective alkylation was also applied to the kinetic resolution of racemic (sorbic aldehyde)Fe(CO)3 complex 10.

Lanthanide Lewis acid-mediated enantioselective conjugate radical additions

(figure presented) Lanthanide triflates along with proline-derived ligands have been found to be efficient catalysts for enantioselective conjugate addition of nucleophilic radicals to enoates. N-Acyl oxazolidinones, when used as achiral additives, gave meaningful enhancements in the ees for the product.