32464-98-5

Basic information

• Product Name: (S)-(+)-2-HYDROXYPROPYL P-TOLUENESULFONATE
• Synonyms: (S)-(+)-2-HYDROXYPROPYL P-TOLUENESULFONATE;S-1-(4-Methylbenzenesulfonate)-1,2-Propanediol;(S)-1-(4-Methylbenzenesulfonate)-1,2-propanediol,99%e.e.
• CAS NO: 32464-98-5
• Molecular Formula: C₁₀H₁₄O₄S
• Molecular Weight: 230.28
• Mol File: 32464-98-5.mol
• Article Data: 34

Chemical Properties

• Melting Point: 31～33℃
• Appearance: /
• CAS DataBase Reference: (S)-(+)-2-HYDROXYPROPYL P-TOLUENESULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-2-HYDROXYPROPYL P-TOLUENESULFONATE(32464-98-5)
• EPA Substance Registry System: (S)-(+)-2-HYDROXYPROPYL P-TOLUENESULFONATE(32464-98-5)

Safety Data

• Hazardous Substances Data: 32464-98-5(Hazardous Substances Data)

Usage

General Description

"(S)-(+)-2-HYDROXYPROPYL P-TOLUENESULFONATE" is a chemical compound that is commonly used as a reagent in organic synthesis and as a protecting group for alcohols. It is classified as a tosylate, which is a functional group containing a sulfonate ester and is often used as a leaving group in chemical reactions. (S)-(+)-2-HYDROXYPROPYL P-TOLUENESULFONATE is a colorless to pale yellow liquid with a slightly sweet odor and is soluble in water and organic solvents. It is also known by its chemical formula C10H14O4S and has a molecular weight of 242.28 g/mol. "(S)-(+)-2-HYDROXYPROPYL P-TOLUENESULFONATE" is used in various applications in the pharmaceutical and chemical industries, including in the preparation of pharmaceutical intermediates and in the synthesis of complex organic molecules.

Upstream product

• 57-55-6 propylene glycol 
• 98-59-9 p-toluenesulfonyl chloride 
• 39969-00-1 (S)-(-)-2-benzyloxypropyl 4-toluenesulfonate 
• 103775-63-9 (2S)-1-{[(4-methylphenyl)sulfonyl]oxy}propan-2-yl acetate 
• 64028-83-7 (S)-1-tosyl-2-(1-ethoxyethoxy)propane 
• 4254-15-3 (S)-1,2-Propanediol 
• 103745-04-6 2-acetoxypropyl tosylate 
• 76946-21-9 (2S)-2-(tetrahydro-2H-pyran-2-yloxy)propan-1-ol 
• 113826-06-5 (R)-glycidyl tosylate 
• 104-15-4 toluene-4-sulfonic acid 
• 7182-86-7 tetrabutylammonium p-toluenesulfonate 
• 75-56-9 methyloxirane 

Downstream Products

• 101967-09-3 2-benzoyloxy-1-(toluene-4-sulfonyloxy)-propane 
• 103775-63-9 (2S)-1-{[(4-methylphenyl)sulfonyl]oxy}propan-2-yl acetate 
• 103745-04-6 2-acetoxypropyl tosylate 
• 103745-03-5 2-butanoyloxypropyl p-toluenesulfonate 
• 99861-96-8 racemic 2-methoxypropyl 4-methylbenzenesulphonate 
• 467467-30-7 2-(2-iodo-4-trifluoromethoxyphenyloxy)-1-(p-toluenesulphonyloxy)propane 
• 1035459-93-8 p-toluenesulfonic acid 2-(tert-butyldiphenylsilyloxy)-propyl ester 
• 146300-61-0 (S)-1-(4-methylphenyl)thiopropan-2-ol 
• 81939-73-3 (2S)-2-hydroxypent-4-yne 
• 66536-74-1 (S)-(+)-(2-hydroxy-1-propyl)-phenyl thioether 
• 90687-83-5 N-<(S)-2-Hydroxypropyl>-N-<(S)-α-methylbenzyl>amine 
• 90687-82-4 N-<(S)-2-Hydroxypropyl>-N-<(R)-α-methylbenzyl>amine 
• 138128-25-3 (S)-(+)-(2-hydroxy-1-propyl)-diphenylphosphane 
• 169611-43-2 (S)-2-((tert-butyldimethylsilyl)oxy)propyl 4-methylbenzenesulfonate 

Relevant articles and documents

Stable hydrazone-linked chiral covalent organic frameworks: Synthesis, modi?cation, and chiral signal inversion from monomers

The designed synthesis of chiral covalent organic frameworks (COFs) featuring intriguing properties is fairly scant and remains a daunting synthetic challenge. Here we develop a de novo synthesis of an enantiomeric pair of 2D hydroxyl-functionalized hydra

Regioselective Sulfonylation/Acylation of Carbohydrates Catalyzed by FeCl3 Combined with Benzoyltrifluoroacetone and Its Mechanism Study

A catalytic amount of FeCl3 combined with benzoyl trifluoroacetone (Hbtfa) (FeCl3/Hbtfa = 1/2) was used to catalyze sulfonylation/acylation of diols and polyols using diisopropylethylamine (DIPEA) or potassium carbonate (K2CO3) as a base. The catalytic system exhibited high catalytic activity, leading to excellent isolated yields of sulfonylation/acylation products with high regioselectivities. Mechanism studies indicated that FeCl3 initially formed [Fe(btfa)3] (btfa = benzoyl trifluoroacetonate) with twice the amount of Hbtfa under basic conditions in the solvent acetonitrile at room temperature. Then, Fe(btfa)3 and two hydroxyl groups of the substrates formed a five- or six-membered ring intermediate in the presence of the base. The subsequent reaction between the cyclic intermediate and a sulfonylation reagent led to the selective sulfonylation of the substrate. All key intermediates were captured in the high-resolution mass spectrometry assay, therefore demonstrating this mechanism for the first time.

Benzoxaborole Catalyst for Site-Selective Modification of Polyols

The site-selective modification of polyols bearing several hydroxyl groups without the use of protecting groups remains a significant challenge in synthetic chemistry. To address this problem, novel benzoxaborole derivatives were designed as efficient catalysts for the highly site-selective and protecting-group-free modification of polyols. To identify the effective substituent groups enhancing the catalytic activity and selectivity, a series of benzoxaborole catalysts 1a–k were synthesized. In-depth analysis for the substituent effect revealed that 1i–k, bearing multiple electron-withdrawing fluoro- and trifluoromethyl groups, exhibited the greatest catalytic activity and selectivity. Moreover, 1i-catalyzed benzoylation, tosylation, benzylation, and glycosylation of various cis-1,2-diol derivatives proceeded with good yield and site-selective manner.