3866-79-3

Basic information

• Product Name: TRIMETHYLENE DI(THIOTOSYLATE)
• Synonyms: 1,3-DI(P-TOSYLTHIO)PROPANE;1,3-PROPANEDIYL DI(THIOTOSYLATE);TRIMETHYLENE BIS(P-TOLUENETHIOSULFONATE);TRIMETHYLENE DI(THIOTOSYLATE);S,S'-Trimethylene di(p-toluenethiosulfonate);Benzenesulfonothioic acid, 4-methyl-, S,S-1,3-propanediyl ester;Trimethylene Di(thiotosylate) [Protecting Reagent for Active Methylene];1,3-Di(p-tosylthio)propane, 1,3-Propanediyl di(thiotosylate), Trimethylene di(thiotosylate)
• CAS NO: 3866-79-3
• Molecular Formula: C₁₇H₂₀O₄S₄
• Molecular Weight: 416.6
• Product Categories: blocks;BuildingBlocks;Protection & Derivatization Reagents (for Synthesis);Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds;Tosylates
• Mol File: 3866-79-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 64-67 °C
• Boiling Point: 592.3°Cat760mmHg
• Flash Point: 312°C
• Appearance: /
• Density: 1.34g/cm³
• Vapor Pressure: 2.22E-13mmHg at 25°C
• Refractive Index: 1.613
• BRN: 2020157
• CAS DataBase Reference: TRIMETHYLENE DI(THIOTOSYLATE)(CAS DataBase Reference)
• NIST Chemistry Reference: TRIMETHYLENE DI(THIOTOSYLATE)(3866-79-3)
• EPA Substance Registry System: TRIMETHYLENE DI(THIOTOSYLATE)(3866-79-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 3866-79-3(Hazardous Substances Data)

Usage

Uses

Trimethylene Di(thiotosylate) is used as a reactant in the enantioselective total synthesis of (-)-O-methylpallidinine, which is a naturally occurring morphinan alkaloid.

InChI:InChI=1/C17H20O4S4/c1-14-4-8-16(9-5-14)24(18,19)22-12-3-13-23-25(20,21)17-10-6-15(2)7-11-17/h4-11H,3,12-13H2,1-2H3

Upstream product

• 3753-27-3 sodium 4-methylbenzenesulfonothioate 
• 109-64-8 1,3-dibromo-propane 
• 109-80-8 1.3-propanedithiol 
• 98-59-9 p-toluenesulfonyl chloride 
• 557-22-2 1,2-dithiolane 
• 824-79-3 sodium 4-methylbenzenesulfinate 

Downstream Products

• 128432-45-1 (R)-2-(3-Methoxy-phenyl)-2-methyl-6,10-dithia-spiro[4.5]decan-1-one 
• 126412-20-2 (methoxymethylenoxy-2' phenyl)-3 (dithio-1,3 propyl)-6 cyclohexen-2 one 
• 95305-46-7 benzyl 4-ethyl-3-methyl-5-<2-(3-methyl-1-oxobut-2-enyl)-1,3-dithian-2-yl>pyrrole-2-carboxylate 
• 126412-26-8 (methoxymethylenoxy-2' fluoro-3' phenyl)-3 (dithio-1,3 propyl)-6 cyclohexen-2 one 
• 164229-09-8 (S)-3-((R)-1-Benzyloxymethyl-allyl)-6,10-dithia-spiro[4.5]decan-1-one 
• 188000-77-3 C₂₆H₃₉NO₄S₂Si 
• 207515-66-0 (R)-9-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-9-(3,4-dimethoxy-phenyl)-1,5-dithia-spiro[5.5]undecan-7-one 
• 1391978-98-5 2'-((2-azidoethyl)(4-methoxybenzyl)amino)-1'H-spiro[[1,3]dithiane-2,4'-isoquinoline]-1',3'(2'H)-dione 
• 1391978-74-7 2'-((2-azidoethyl)(benzyl)amino)-1'H-spiro[[1,3]dithiane-2,4'-isoquinoline]-1',3'(2'H)-dione 
• 871365-77-4 N-(2,2-diethoxyethyl)-N-phenyl malonamide 2-(1,3-trimethylene)dithioketal 
• 984-87-2 4α-methyl-5α-cholestan-3-one 
• 2097-85-0 4,4-dimethyl-5α-cholestan-3-one 
• 319906-94-0 (+)-(4R)-4-[(1R)-2-Benzyloxy-1-vinylethyl]-2,2-propanedithiocyclopentan-1-one 
• 189952-71-4 Benzyl-[2-((S)-4-oxo-6,10-dithia-spiro[4.5]dec-2-yl)-ethyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

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New and facile synthesis of thiosulfonates from sulfinate/disulfide/I2 system

Thiosulfonates were prepared by the iodine oxidative sulfenylation of sulfinates with various disulfides in good yields both in the presence and absence of solvent. One of the important biological applications of sulfenylation is the reaction of cyclic disulfides.