335646-04-3

Basic information

• Product Name: 3-Cyclobutene-1,2-dione, 3-[(2S)-2-(hydroxydiphenylmethyl)-1-pyrrolidinyl]-4-mercapto-
• CAS NO: 335646-04-3
• Molecular Formula: C21H19NO3S
• Molecular Weight: 365.453
• Mol File: 335646-04-3.mol

Chemical Properties

• CAS DataBase Reference: 3-Cyclobutene-1,2-dione, 3-[(2S)-2-(hydroxydiphenylmethyl)-1-pyrrolidinyl]-4-mercapto-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Cyclobutene-1,2-dione, 3-[(2S)-2-(hydroxydiphenylmethyl)-1-pyrrolidinyl]-4-mercapto-(335646-04-3)
• EPA Substance Registry System: 3-Cyclobutene-1,2-dione, 3-[(2S)-2-(hydroxydiphenylmethyl)-1-pyrrolidinyl]-4-mercapto-(335646-04-3)

Safety Data

• Hazardous Substances Data: 335646-04-3(Hazardous Substances Data)

Upstream product

• 22348-32-9 (S)-diphenylprolinol 
• 335646-03-2 3-butoxy-4-[(2'S)-2'-(diphenylhydroxymethyl)pyrrolidino]-3-cyclobutene-1,2-dione 
• 335646-02-1 3-ethoxyl-4-[(2'S)-2'-(diphenylhydroxymethyl)pyrrolidino]-3-cyclobutene-1,2-dione 

Relevant articles and documents

Chiral squaric prolinols: A new type of ligand for the asymmetric reduction of prochiral ketones by borane

A series of chiral bifunctional squaric prolinol ligands, having N, S substituents at C(3) of the squaric ring were synthesized and applied to the asymmetric borane reduction of prochiral ketones via an in situ formed chiral boron heterocycle, affording secondary alcohols with high yields and excellent enantiomeric excesses (up to 99%). The crystal structure of 5a was obtained and the mechanism of the catalytic asymmetric reduction is also discussed.

Chiral monoaminoalcohols and diaminoalcohols of squaric acid: New catalysts for the asymmetric reduction of ketones by borane

Two series of new chiral ligands, squaric acid aminoalcohols and C2-symmetric squaric acid diaminoalcohols have been synthesized. The chiral oxazaborolidines formed in situ from these ligands have been used in the enantioselective borane reduction of prochiral ketones and diketones to afford alcohol products with up to 99% enantiomeric excesses. The structures of the ligands have an obvious effect on the ee of the resulting alcohols.

Design, synthesis and structure of new chiral squaric acid monoaminoalcohols and diaminoalcohols and their use as catalysts in asymmetric reduction of ketones and diketones

Many chiral squaric acid aminoalcohols and C2-symmetric diaminoalcohols have been synthesized and their in situ formed chiral boron heterocycles have been used as catalysts for the enantioselective reduction of prochiral ketones and diketones by borane to give alcohols with up to 99% enantiomeric excess and 99% yield. The effects of solvent, catalyst-substrate ratio and temperature were also investigated.