117431-91-1

Usage

General Description

1,3-Butanediol, 2-methyl-4-phenyl-, (2S,3S)- is a chemical compound that consists of a 1,3-butanediol backbone with a methyl and phenyl group attached to the second carbon atom. It exists in two stereoisomeric forms, specifically the (2S,3S)-enantiomer. This chemical compound has various industrial applications, including its use as a solvent, a precursor in the production of polymers and plastics, and as an ingredient in certain pharmaceuticals and personal care products. It is also sometimes used as a flavoring agent in food products. The (2S,3S)-enantiomer may have specific biological and pharmacological properties due to its stereochemistry, and research into its potential applications continues.

Upstream product

• 173974-97-5 (2S,3S)-2-methyl-4-phenylbutane-1,3-diol diacetate 
• 155245-90-2 (2'R,3'R,4S)-3-(3'-hydroxy-2'-methyl-4'-oxo-4'-phenylbutyryl)-4-isopropyl-2-oxazolidinone 
• 1074-12-0 phenylglyoxal hydrate 
• 794525-98-7 (S)-2-[2-(p-tolylsulfinyl)phenyl]acetaldehyde 
• 919764-53-7 S-tert-butyl [2R,3R,(S)S]-3-hydroxy-2-methyl-4-[2-(p-tolylsulfinyl)phenyl]butanethioate 
• 126382-95-4 (S)-4-Benzyloxy-3-methyl-1-phenyl-butan-2-ol 

Downstream Products

• 126382-97-6 (4-Bromo-phenyl)-carbamic acid (2S,3S)-3-methoxy-2-methyl-4-phenyl-butyl ester 
• 118399-24-9 (2S,3S)-3-methoxy-2-methyl-4-phenylbutanol 

Relevant academic research and scientific papers

Remote stereocontrol by the sulfinyl group: Mukaiyama aldol reactions of (S)-2-[2-(p-tolylsulfinyl)phenyl]acetaldehyde in the asymmetric synthesis of β-hydroxyacids and 1,3-diols

(S)-2-[2-(p-Tolylsulfinyl)phenyl]acetaldehyde reacts with different O-silylated ketenethioacetals in the presence of Yb(OTf)3 yielding β-hydroxythioesters in high yields and diastereoselectivities. The obtained compounds were readily transformed into β-hydroxyacids and their corresponding diols. These Mukaiyama aldol reactions are a direct evidence of the ability of the sulfinyl group to control 1,5- and 1,6-asymmetric induction processes.

Reversal of stereoselectivity in the Evans aldol reaction of α,α-difluoro and α,α,α-trifluoro carbonyl compounds

The Evans aldol reaction of hexafluoroacetone and trifluoroacetaldehyde causes complete reversal of diastereofacial selectivity. The boron enolate derived from N-acyloxazolidinone 2 reacts with trifluoroacetaldehyde to give anti and "non-Evans" syn aldols

Diastereo-face selectivity in the aldol reaction of boryl enolate derived from Oppolzer's sultam

In the Oppolzer aldol reaction, aldehyde reacts exclusively on the Si face (C(α)-Si attack) of the double bond of the boryl enolate 2 derived from (1S,2R)-N-propionylbornane-10,2-sultam (1), providing only 3a stereoselectively. Hexafluoroacetone (4) cause

Reversal of Stereoselectivity in the Aldol Reaction of Boron Enolate Derived from Oppolzer's Sultam with α,α-Difluoro and α,α,α-Trifluoro Carbonyl Compounds

Hexafluoroacetone causes the complete reversal of stereochemistry in the aldol reaction of boron enolate derived from Oppolzer's sultam in the absence of Lewis acids such as TiCl4.Trifluoroacetaldehyde and 2,2-difluoro-5-phenyl-1-pentanal cause partial re

Reversal of stereoselectivity in the Evans aldol reaction of α,α-difluoro and α,α,α-trifluoro carbonyl compounds

The Evans aldol reaction of hexafluoroacetone and trifluoroacetaldehyde causes reversal of stereoselectivity. The boron enolate derived from oxazolidinone 1 reacts with trifluoroacetaldehyde to give anti and "non-Evans" syn aldols with stereoselectivities

THE ABSOLUTE CONFIGURATIONS AT 8 And 9-CARBONS OF ADDA, AN AMINO ACID COMPONENT OF A HEPATOTOXIN, CYANOVIRIDIN RR

The absolute configurations at 8 and 9-positions of Adda (2), a component of cyanoviridin RR isolated from Microcystis species (Cyanobacteria), have been synthetically determined as S, S.