103775-61-7

Basic information

• Product Name: (R)-(-)-2-HYDROXYPROPYL P-TOLUENESULFONATE
• Synonyms: R-1-(4-Methylbenzenesulfonate)-1,2-Propanediol;(R)-(-)-2-HYDROXYPROPYL P-TOLUENESULFONATE
• CAS NO: 103775-61-7
• Molecular Formula: C₁₀H₁₄O₄S
• Molecular Weight: 230.28
• Mol File: 103775-61-7.mol
• Article Data: 24

Chemical Properties

• Melting Point: 32～34℃
• Appearance: /
• CAS DataBase Reference: (R)-(-)-2-HYDROXYPROPYL P-TOLUENESULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-2-HYDROXYPROPYL P-TOLUENESULFONATE(103775-61-7)
• EPA Substance Registry System: (R)-(-)-2-HYDROXYPROPYL P-TOLUENESULFONATE(103775-61-7)

Safety Data

• Hazardous Substances Data: 103775-61-7(Hazardous Substances Data)

Usage

General Description

(R)-(-)-2-Hydroxypropyl p-toluenesulfonate is a chiral compound that belongs to the class of tosylates. It is commonly used as a protecting group in organic synthesis, especially in the protection of hydroxyl groups in chemical reactions. The compound is known for its ability to selectively protect primary hydroxyl groups over secondary hydroxyl groups. It is a white to off-white solid at room temperature and is soluble in various organic solvents. The compound is widely used in the pharmaceutical and chemical industries for the synthesis of various pharmaceuticals and fine chemicals. Additionally, it has applications in the fields of agrochemicals and biological research.

Upstream product

• 7182-86-7 tetrabutylammonium p-toluenesulfonate 
• 75-56-9 methyloxirane 
• 57-55-6 propylene glycol 
• 98-59-9 p-toluenesulfonyl chloride 
• 103745-04-6 2-acetoxypropyl tosylate 
• 4254-14-2 (2R)-propane-1,2-diol 
• 103745-03-5 2-butanoyloxypropyl p-toluenesulfonate 
• 104-15-4 toluene-4-sulfonic acid 

Downstream Products

• 467467-30-7 2-(2-iodo-4-trifluoromethoxyphenyloxy)-1-(p-toluenesulphonyloxy)propane 
• 905576-76-3 (2R)-3-{[(4-methylphenyl)sulfonyl]oxy}-2-propyl 4-[imino(pyrrolidine-1-yl)methyl]benzoate trifluoroacetic acid salt 
• 83780-62-5 (2R)-2-((tetrahydro-2H-pyran-2-yl)oxy)propyl 4-methylbenzenesulfonate 
• 1035459-93-8 p-toluenesulfonic acid 2-(tert-butyldiphenylsilyloxy)-propyl ester 
• 103745-03-5 2-butanoyloxypropyl p-toluenesulfonate 
• 103745-04-6 2-acetoxypropyl tosylate 
• 103775-63-9 (2S)-1-{[(4-methylphenyl)sulfonyl]oxy}propan-2-yl acetate 
• 101967-09-3 2-benzoyloxy-1-(toluene-4-sulfonyloxy)-propane 
• 15448-47-2 (R)-propylene oxide 
• 99861-96-8 racemic 2-methoxypropyl 4-methylbenzenesulphonate 

Relevant articles and documents

beNZOdIAZEPINEdERIVATIVES USEfuL INtREATINGarESPIRATORY SYNcyTIAL VIRUS INFECTION

benzodiazepinederivativesof formula(Ie) whereinoneofr1 andr2 isa benzodiazepinyl-containing groupof formula(II) in whichr8 is Hor halo;theotherofr1andr2 isa group Z selected from H,C3-C6 cycloalkyl,halo,-NHR9,benzyl,phenyl,4-to 10-membered heterocyclyland 4-to 10-membered heteroaryl,whereinphenyl,heterocyclyland heteroarylare unsubstitutedor substituted byoneortwo substituents selected from 4-to 10-membered heterocyclyl which is unsubstitutedor substituted byoR,and from C1-C6alkyl,C1-C6 hydroxyalkyl,C1-C6 haloalkyl,C3-C6 cycloalkyl,halo,-OR,-(ch2)mOR,-NR2,-(ch2)mNR2,-NHR",-SOmNR2,-SOmR,-SR,nitro,-CO2R,-CN,-CONR2,-NHCOR,-ch2NR10R11and-NR10R11,in whicheachr is independently Hor C1-C6alkyl,r" is C3-C6 cycloalkyland m is 1or 2;r9 is selected fromphenyland 4-to 10-membered heteroaryl whereinphenyland heteroarylare unsubstitutedor substituted by halo;r10 andr11areeach independently Hor C1-C6alkyl;orr10andr11 form,together withthenatomto whichtheyareattached,either(a)a morpholinering which isoptionally bridged bya-ch2-group linkingtworing carbonatomsthatarepositionedparatoeachother,or(b)a spiro groupofthe following formula(b):andringa isaringofoneofthe following structural formulae(I-1),(I-2)and(I-3):andringa isaringofoneofthe following structural formulae(I-1),(1-2)and(1-3): in which Y is selected fromo,S,SO2and NR,whereinr isasdefinedabove,andeachofr2tor7 is independently H,C1-C6alkyl,C1-C6 hydroxyalkyl,C3-C6 cycloalkyl,halo,-OR,-ch2OR,-NR2,-ch2NR12R13,-NRCOOR,-ch2OR,-SOmNR2,-SOmR,-ch2SOmR,nitro,-CO2R,-CN,-CONR2or-NHCOR,in whichrand mareasdefinedaboveandr12andr13areeach independently H,C1-C6alkyl,benzyl,4-to 10-membered heterocyclylorr12andr13 form,together withthenatomto whichtheyareattached,a 4-to 10-membered heteroaryl which is unsubstitutedora 4-to 10-membered heterocyclyl which is unsubstitutedor substituted with C1-C6alkylor halo,oranytwoofr2tor7that bondtothe same carbonatom forma spiroring selected froma C3-C6 cycloalkyl spiroringanda spirooxetaneringofthe following structure:(Formulaa)andthepharmaceuticallyacceptable saltsthereofare inhibitorsofrSVand cantherefore be usedtotreatorpreventanrSV infection.

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.