91111-12-5

Basic information

• Product Name: (S)-4-TOSYLOXY-1,2-EPOXYBUTANE
• Synonyms: OXIRANEETHANOL, 4-METHYLBENZENESULFONATE, (S);(S)-4-TOSYLOXY-1,2-EPOXYBUTANE;(S)-Oxiraneethanol 4-methylbenzenesulfonate
• CAS NO: 91111-12-5
• Molecular Formula: C₁₁H₁₄O₄S
• Molecular Weight: 242.29
• Mol File: 91111-12-5.mol

Chemical Properties

• Boiling Point: 381.4±15.0 °C(Predicted)
• Appearance: /
• Density: 1.270
• CAS DataBase Reference: (S)-4-TOSYLOXY-1,2-EPOXYBUTANE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-TOSYLOXY-1,2-EPOXYBUTANE(91111-12-5)
• EPA Substance Registry System: (S)-4-TOSYLOXY-1,2-EPOXYBUTANE(91111-12-5)

Safety Data

• Hazardous Substances Data: 91111-12-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-4-TOSYLOXY-1,2-EPOXYBUTANE is used as a key intermediate in the synthesis of various pharmaceuticals. Its reactivity allows for the formation of complex molecular structures, contributing to the development of new and improved medications.
Used in Agrochemical Industry:
In the agrochemical sector, (S)-4-TOSYLOXY-1,2-EPOXYBUTANE serves as a crucial component in the production of certain agrochemicals. Its ability to form strong bonds is utilized to create effective and stable products for agricultural applications.
Used in Fine Chemicals Production:
(S)-4-TOSYLOXY-1,2-EPOXYBUTANE is also used in the manufacture of other fine chemicals, where its versatile properties in organic chemistry are harnessed to produce high-quality specialty chemicals for various applications.

Upstream product

• 99520-82-8 C₁₈H₂₂O₇S₂ 
• 19098-31-8 (S)-2-(oxiran-2-yl)ethan-1-ol 
• 98-59-9 p-toluenesulfonyl chloride 
• 76494-96-7 (2S,1'RS)-2-(1'-ethoxyethyloxy)-1,4-butanediyl bis(p-toluenesulfonate) 

Relevant articles and documents

Synthesis of the C10-C24-bis-spiroacetal core of 13-desmethyl spirolide C based on a sila-stetter-acetalization process

Synthesis of the bis-spiroacetal core of 13-desmethyl spirolide C has been completed based on a sila-Stetter-acetalization process. The acylsilane and enone partners in the Stetter reaction were prepared in 7 and 11 steps, respectively, from (S) and (R)-a

The development of a convergent and efficient enantioselective synthesis of the bengamides via a common polyol intermediate

An efficient, general synthetic route to the bengamide family of antitumor agents from a common polyol thioester is described. Consecutive aldol condensations afford the protected polyol thioester side chain suitable for coupling to the bengamides. A novel chiral-phase-transfer-catalyzed enantioselective alkylation affords the properly functionalized caprolactams required for the synthesis of more-complex members of the bengamide family. Use of the methyl 2-naphthyl ether protecting group, compatible with the boron Lewis acids required for enantioselective aldol condensation, allows direct access to all the bengamides.

A Practical Enantioselective Total Synthesis of the Bengamides B, E, and Z

(equation presented) A practical total synthesis of Bengamides B, E, and Z from a common polyol intermediate is described. Consecutive aldol condensations afford a protected polyol thioester side chain suitable for coupling to the Bengamides. A novel chiral phase transfer catalyzed enantioselective alkylation affords the more highly functionalized amino caprolactams required for Bengamides B and Z. Use of the 2-naphthylmethyl ether protecting group, compatible with the boron Lewis acids required for enantioselective aldol condensation, allows direct access to Bengamide B.