191354-62-8

Basic information

• Product Name: (4S)-4-(2-HYDROXYETHYL)-2-PHENYL-1,3-DIOXOLANE
• Synonyms: (4S)-4-(2-HYDROXYETHYL)-2-PHENYL-1,3-DIOXOLANE;1,3-DIOXOLANE-4-ETHANOL, 2-PHENYL-, (4S)
• CAS NO: 191354-62-8
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• Mol File: 191354-62-8.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (4S)-4-(2-HYDROXYETHYL)-2-PHENYL-1,3-DIOXOLANE(CAS DataBase Reference)
• NIST Chemistry Reference: (4S)-4-(2-HYDROXYETHYL)-2-PHENYL-1,3-DIOXOLANE(191354-62-8)
• EPA Substance Registry System: (4S)-4-(2-HYDROXYETHYL)-2-PHENYL-1,3-DIOXOLANE(191354-62-8)

Safety Data

• Hazardous Substances Data: 191354-62-8(Hazardous Substances Data)

Usage

General Description

"(4S)-4-(2-hydroxyethyl)-2-phenyl-1,3-dioxolane" is a chemical compound with a molecular structure containing a dioxolane ring, a hydroxyl group, and a phenyl group. (4S)-4-(2-HYDROXYETHYL)-2-PHENYL-1,3-DIOXOLANE is classified as a dioxolane, which is a type of cyclic ether. The presence of a hydroxyl group makes it potentially reactive in organic chemical reactions, while the phenyl group imparts aromatic properties to the compound. Its 4S stereochemistry indicates the configuration of its chiral center. This chemical may have applications in organic synthesis, pharmaceuticals, and as a reagent in laboratory reactions. Its specific properties and potential uses depend on its reactivity and behavior in specific chemical reactions and applications.

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 70005-88-8 (R)-1,2,4-butanetriol 
• 42890-76-6 (S)-1,2,4-butanetriol 
• 100-52-7 benzaldehyde 
• 196861-66-2 (S)-2,2,9,9-tetramethyl-5-<(trimethylsilyl)oxy>-3,8-dioxa-2,9-disiladecane 

Relevant articles and documents

A flexible approach to azasugars: asymmetric total syntheses of (+)-castanospermine, (+)-7-deoxy-6-epi-castanospermine, and (+)-1-epi- castanospermine

The asymmetric total synthesis of natural azasugars (+)-castanospermine, (+)-7-deoxy-6-epI-castanospermine, and synthetic (+)-1-epi-castanospermine has been accomplished in nine to ten steps from a common chiral building block (S)-8. The method features a powerful chiral relay strategy consisting of a highly diastereoselective vinylogous Mukaiyama-type reaction with either chiral or achiral aldehydes (≥ 95% de; de = diastereomeric excess) and a diastereodivergent reduction of tetramic acids, which allows formation of three continuous stereogenic centers with high diastereo-selectivities. The method also provides a flexible access to structural arrays of 5-(α-hydroxyalkyl) tetramic acids, such as 17/34, and 5-(α-hydroxyalkyl)-4-hydroxyl-2- pyrrolidinones, such as 18 and 25/35 a. The method constitutes the first realization of the challenging chiral synthons A and D and thus of the conceptually attractive retrosynthetic analysis shown in Scheme 1 in a highly enantioselective manner.

Stereoselection in radical cyclization of β-alkoxyvinyl sulfoxides: Synthesis of tetrahydrofuranyl allyl carbinols

Equation presented. Tetrahydrofuranyl allyl carbinols may be prepared stereoselectively via radical cyclization of β-alkoxyvinyl sulfoxides, Pummerer rearrangement, and reaction with allylstannane.

An enantiocontrolled synthesis of pyrrolizidines, (-)-platynecine and (-)-hadinecine

Trisubstituted allylic alcohols 13 and 14 have been converted into a single isomeric trans-oxazoline 16 via an intramolecular iodoamidation of the corresponding trichloroacetimidates, which have been elaborated into (-)-platynecine 1 and(-)-hadinecine 2 via a common intermediate pyrrolizidine.