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

Description

(4S)-4-(2-HYDROXYETHYL)-2-PHENYL-1,3-DIOXOLANE is a cyclic ether compound characterized by the presence of a dioxolane ring, a hydroxyl group, and a phenyl group. Its 4S stereochemistry denotes the specific configuration of its chiral center. (4S)-4-(2-HYDROXYETHYL)-2-PHENYL-1,3-DIOXOLANE is potentially reactive due to the hydroxyl group and exhibits aromatic properties because of the phenyl group. It may find applications in various fields such as organic synthesis, pharmaceuticals, and as a reagent in laboratory reactions, depending on its reactivity and behavior in specific chemical processes.

Uses

Used in Organic Synthesis:
(4S)-4-(2-HYDROXYETHYL)-2-PHENYL-1,3-DIOXOLANE is used as a building block in organic synthesis for the creation of complex organic molecules. Its hydroxyl group allows for various reactions, such as esterification, etherification, and condensation, facilitating the synthesis of a wide range of compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (4S)-4-(2-HYDROXYETHYL)-2-PHENYL-1,3-DIOXOLANE is used as an intermediate in the synthesis of pharmaceutical compounds. Its unique structure and reactivity can contribute to the development of new drugs with specific therapeutic properties.
Used as a Laboratory Reagent:
(4S)-4-(2-HYDROXYETHYL)-2-PHENYL-1,3-DIOXOLANE serves as a reagent in laboratory reactions, particularly in the synthesis and modification of organic compounds. Its presence can influence the outcome of reactions, making it a valuable tool for researchers in chemical and materials science.

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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.