50623-73-9

Basic information

• Product Name: (+)-1 4-DI-O-TOSYL-D-THREITOL
• Synonyms: (+)-1 4-DI-O-TOSYL-D-THREITOL;D-THREITOL 1,4-DI-P-TOSYLATE);(+)-1 4-DI-O-TOSYL-D-THREITOL 8%;Nsc126574
• CAS NO: 50623-73-9
• Molecular Formula: C₁₈H₂₂O₈S₂
• Molecular Weight: 430.49
• Mol File: 50623-73-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 657.6 °C at 760 mmHg
• Flash Point: 351.5 °C
• Appearance: /
• Density: 1.397 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.586
• PKA: 12.41±0.20(Predicted)
• CAS DataBase Reference: (+)-1 4-DI-O-TOSYL-D-THREITOL(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-1 4-DI-O-TOSYL-D-THREITOL(50623-73-9)
• EPA Substance Registry System: (+)-1 4-DI-O-TOSYL-D-THREITOL(50623-73-9)

Safety Data

• Hazardous Substances Data: 50623-73-9(Hazardous Substances Data)

Usage

General Description

(+)-1,4-Di-O-tosyl-D-threitol is a chemical compound with the molecular formula C20H24O6S2. It is a derivative of threitol, a four-carbon sugar alcohol. The compound is commonly used as a chiral resolving agent in organic synthesis, particularly for the separation of racemic mixtures and the determination of enantiomeric purity. Additionally, it has been utilized in the preparation of chiral ligands and catalysts for asymmetric synthesis. The tosyl group in the compound serves as a protecting group for the hydroxyl groups of threitol, allowing for selective reactions at specific positions. Its ability to form diastereomeric salts with different enantiomers makes it a valuable tool in the field of organic chemistry.

InChI:InChI=1/C18H22O8S2/c1-13-3-7-15(8-4-13)27(21,22)25-11-17(19)18(20)12-26-28(23,24)16-9-5-14(2)6-10-16/h3-10,17-20H,11-12H2,1-2H3/t17-,18-/m1/s1

Upstream product

• 51064-65-4 1,4-di-o-tosyl-2,3-isopropylidene-D-threitol 
• 98-59-9 p-toluenesulfonyl chloride 
• 104-15-4 toluene-4-sulfonic acid 
• 37002-45-2 (4S,5S)-2,2-dimethyl-4,5-bis(p-toluenesulfonyloxymethyl)-1,3-dioxolan 

Downstream Products

• 231607-42-4 C₁₈H₂₀O₉S₃ 
• 231607-41-3 C₁₈H₂₁N₃O₇S₂ 
• 201402-92-8 C₁₈H₂₀O₁₀S₃ 
• 201402-95-1 Acetic acid 3-{(S)-4-[(S)-1-hydroxy-2-(toluene-4-sulfonyloxy)-ethyl]-4,5-dihydro-oxazol-2-yl}-2-methyl-phenyl ester 
• 201402-96-2 C₂₆H₂₅NO₉S₂ 
• 163439-82-5 (3R,4R)-1-benzyl-3,4-pyrrolidinediol 

Relevant articles and documents

Optimization of an electrolyte system for the simultaneous separation of nelfinavir mesylate and two impurities by micellar electrokinetic chromatography

A methodology for the simultaneous determination of nelfinavir mesylate and the impurities 3-hydroxy-2-methylbenzoic acid and (2R,3R)-4-((3S,4aS,8aS)-3-(tert-butylcarbamoyl) octahydroisoquinolin-2(1H)-yl)-3-hydroxy-1-(phenylthio)butan-2-aminium benzoate by micellar electrokinetic chromatography, with an analysis time of 25 min, was proposed. An electrolyte composed of sodium tetraborate buffer (pH 9.24; 25 mmol L-1), sodium dodecyl sulphate (9 mmol L-1) and methanol (10percent, v/v) was optimized using a mixed-level factorial design, with direct detection at 200 nm. After evaluating some figures of merit, such as selectivity, linearity, precision, limit of detection, limit of quantification, accuracy and robustness (using Youden's test), the method was successfully applied to the analysis of nelfinavir mesylate and its impurities in a pharmaceutical formulation. The optimized methodology is demonstrated to be useful in the determination of these analytes in a synthesis monitoring process, in raw materials and in pharmaceutical formulations, while offering low solvent consumption, requiring a small sample and using non-specific columns as advantages.

ACYCLIC 1,4-DIAMINES AND USES THEREOF

This invention relates to novel compounds useful in the treatment of diseases associated with TRPV4 channel receptor. More specifically, this invention relates to certain acyclic diamines, which are agonists of TRPV4 channel receptors.

A synthesis of the HIV-protease inhibitor nelfinavir from D-tartaric acid

This letter describes a new synthesis of the HIV-protease inhibitor nelfinavir. The synthesis features a selective opening of a D-tartaric acid-derived cyclic sulfate with nitrogen nucleophiles.