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(R)-(-)-2-Hydroxypropyl p-toluenesulfonate, a chiral compound belonging to the class of tosylates, is widely recognized for its role as a protecting group in organic synthesis. It is particularly adept at selectively shielding primary hydroxyl groups over secondary ones, a feature that makes it invaluable in the precise control of chemical reactions. This white to off-white solid, soluble in a range of organic solvents, is a staple in the pharmaceutical and chemical industries for the synthesis of a variety of pharmaceuticals and fine chemicals. Its applications extend beyond these realms, finding utility in agrochemicals and biological research as well.

103775-61-7

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103775-61-7 Usage

Uses

Used in Pharmaceutical Industry:
(R)-(-)-2-Hydroxypropyl p-toluenesulfonate is used as a protecting group for hydroxyl groups during the synthesis of pharmaceuticals, ensuring the selective protection of primary hydroxyl groups over secondary ones, which is crucial for the successful outcome of complex organic reactions.
Used in Chemical Industry:
In the chemical industry, (R)-(-)-2-Hydroxypropyl p-toluenesulfonate serves a similar purpose, acting as a protecting agent for hydroxyl groups in the production of fine chemicals, thereby facilitating the synthesis of high-quality specialty chemicals.
Used in Agrochemical Industry:
(R)-(-)-2-Hydroxypropyl p-toluenesulfonate is utilized in the agrochemical sector for the synthesis of various agrochemicals, where its ability to selectively protect hydroxyl groups is essential for creating effective and targeted products.
Used in Biological Research:
In the field of biological research, (R)-(-)-2-Hydroxypropyl p-toluenesulfonate is employed as a tool in the synthesis of complex organic molecules, aiding researchers in the development of new biologically active compounds and the study of biochemical pathways.

Check Digit Verification of cas no

The CAS Registry Mumber 103775-61-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,3,7,7 and 5 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 103775-61:
(8*1)+(7*0)+(6*3)+(5*7)+(4*7)+(3*5)+(2*6)+(1*1)=117
117 % 10 = 7
So 103775-61-7 is a valid CAS Registry Number.

103775-61-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (2R)-2-Hydroxypropyl 4-methylbenzenesulfonate

1.2 Other means of identification

Product number -
Other names 2-hydroxypropyl p-toluenesulfonate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:103775-61-7 SDS

103775-61-7Relevant articles and documents

beNZOdIAZEPINEdERIVATIVES USEfuL INtREATINGarESPIRATORY SYNcyTIAL VIRUS INFECTION

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Page/Page column 45; 51, (2022/02/06)

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.

DIARYL MACROCYCLIC COMPOUND AND PHARMACEUTICAL COMPOSITION, AND USE THEREOF

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Paragraph 0124-0127, (2021/03/04)

The present invention provides a compound as represented by formula (1) or a pharmaceutically acceptable salt, a solvate, an active metabolite, apolymorph, an isotope label, an isomer or a prodrug thereof. The present invention also provides a pharmaceutical composition containing the same and the use of the compound and the pharmaceutical composition in preparation of drugs for treating tyrosine kinase-mediated diseases. The compound and the pharmaceutical composition comprising same provided by the present disclosure have significant tyrosine kinase inhibitory activity, can overcome tumor drug resistance, and break through through blood-brain barrier, also have excellent pharmacokinetic properties and excellent oral bioavailability, and can be administered in a small dosage, thereby reducing treatment costs of and possible side effects to a patient. Thus, the application potential is very great.

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

Yan, Yilun,Li, Xinle,Chen, Gui,Zhang, Kai,Tang, Xihao,Zhang, Shuyuan,Zheng, Shengrun,Fan, Jun,Zhang, Weiguang,Cai, Songliang

supporting information, p. 107 - 112 (2020/12/21)

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

Dong, Hai,Liu, Yu,Lv, Jian,Zhu, Jia-Jia

, p. 3307 - 3319 (2020/03/25)

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

Kusano, Shuhei,Miyamoto, Shoto,Matsuoka, Aki,Yamada, Yuji,Ishikawa, Ryuta,Hayashida, Osamu

supporting information, p. 1598 - 1602 (2020/02/11)

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.

2 Tyrosine kinase mediated signal transduction inhibitors

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Paragraph 0561; 0562; 0563, (2019/09/17)

Disclosed herein are compounds of Formula (), and pharmaceutically acceptable salts thereof, wherein R, R, R, R, R, X, X, X, X, X, and n are as defined herein, pharmaceutical compositions comprising same, and methods of preparation and use.

SYNTHESIS OF INTERMEDIATES USED IN THE MANUFACTURE OF ANTI-HIV AGENTS

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Page/Page column 18-19, (2016/11/21)

The present invention relates to a process of preparing intermediates of Formula (I). The process comprises of reacting compound of Formula (III) with compound of Formula (V) in the presence of a solvent selected from an alcohol, ether or water to form compound of Formula (I) wherein, R1 is selected from –NH2, Cl, Br, NHCOR", wherein R" is alkyl, aryl, Schiff's base of formula N=CHR', wherein R' is alkyl or aryl; R2 is selected from H, alkyl; R3 and R4, each independently is H; R5 and R6, each independently is H, alkyl; R7 is H, alkyl; and R8 is H, alkyl.

Immobilization of lipase from Burkholderia cepacia into calcium carbonate microcapsule and its use for enzymatic reactions in organic and aqueous media

Fujiwara, Masahiro,Shiokawa, Kumi,Yotsuya, Koji,Matsumoto, Kazutsugu

, p. 94 - 100 (2014/12/10)

We disclosed a useful procedure for the immobilization of a lipase from Burkholderia cepacia based on its encapsulation into vaterite calcium carbonate microcapsule. The immobilized enzyme had an adequate activity for the hydrolysis of 4-nitrophenyl aceta

9-Hetero-10-boraanthracene-derived borinic acid catalysts for regioselective activation of polyols

Dimitrijevic, Elena,Taylor, Mark S.

, p. 3298 - 3303 (2013/07/26)

Heteraborinine-derived borinic acids serve as efficient catalysts for regioselective monofunctionalization of di- and polyols. Arylborinic acids of this type, wherein the B-OH group is incorporated into a 6π electron system, display both improved catalytic activity for functionalization of diols and enhanced stability towards air oxidation relative to the 'parent' diphenylborinic acid (Ph2BOH). These properties enable their applications at loadings as low as 0.1 mol% and without the need for a stabilizing precatalyst ligand (e.g., ethanolamine). Complexation studies, computation and kinetic data suggest that while the heteraborinine-derived borinic acids show significantly lower association constants with substrates than Ph2BOH, this effect is more than compensated for by the increased nucleophilicity of their tetracoordinate diol adducts.

Molecular tectonics: Homochiral 3D cuboid coordination networks based on enantiomerically pure organic tectons and ZnSiF6

Larpent, Patrick,Jouaiti, Abdelaziz,Kyritsakas, Nathalie,Hosseini, Mir Wais

supporting information, p. 4468 - 4470 (2013/06/04)

Upon combining enantiomerically pure bis-monodentate organic tectons with ZnSiF6, homochiral 3D cuboid architectures displaying chiral channels are formed.

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