23735-43-5

Basic information

• Product Name: (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate
• Synonyms: (S)-O-ISOPROPYLIDENE GLYCEROL TOSYLATE;(S)-(+)-2,2-DIMETHYL-4-(HYDROXYMETHYL)-1,3-DIOXOLANE-P-TOLUENESULFONATE;(S)-2,2-DIMETHYL-4-(HYDROXYMETHYL)-1,3-DIOXOLANE-P-TOLUENESULFONATE;(S)-(+)-2,2-DIMETHYL-4-(HYDROXYMETHYL)-1,3-DIOXOLANE-P-TOLUENSULFONATE;(S)-(+)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE;(S)-2,2-DIMETHYL-1,3-DIOXOLANE-4-METHANOL-4-METHYLBENZENESULFONATE;(S)-2,2-DIMETHYL-1,3-DIOXOLANE-4-METHANOL TOLUENE-4-SULFONATE;(S)-2,2-DIMETHYL-1,3-DIOXOLANE-4-METHANOL TOSYLATE
• CAS NO: 23735-43-5
• Molecular Formula: C₁₃H₁₈O₅S
• Molecular Weight: 286.34
• Product Categories: chiral;Chiral Building Blocks;Dioxanes & Dioxolanes;Dioxolanes;Glycidyl Compounds, etc. (Chiral);Synthetic Organic Chemistry
• Mol File: 23735-43-5.mol
• Article Data: 27

Chemical Properties

• Melting Point: 29-31 °C
• Boiling Point: 398.71°C (rough estimate)
• Flash Point: >230 °F
• Appearance: white to light yellow crystal powder
• Density: 1.208 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.01E-06mmHg at 25°C
• Refractive Index: n20/D 1.506(lit.)
• Storage Temp.: 2-8°C
• BRN: 89799
• CAS DataBase Reference: (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate(23735-43-5)
• EPA Substance Registry System: (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate(23735-43-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 23735-43-5(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

(S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate has been used as a reactant for the synthesis of 16-(3-trifluoromethyl)phenoxy PGF2α analog travoprost (T715600) which has potent topical ocular activity. (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate has also been used for the preparation of p38 mitogen activated protein (MAP) kinase inhibitors.

InChI:InChI=1/C13H18O5S/c1-10-4-6-12(7-5-10)19(14,15)17-9-11-8-16-13(2,3)18-11/h4-7,11H,8-9H2,1-3H3/t11-/m0/s1

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 14347-78-5 1,2-O-isopropylidene-D-glycerol 
• 22323-82-6 (S)-(+)-(2,2-dimethyl-[1,3]dioxolan-4-yl)methanol 
• 22323-80-4 (4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde 
• 70987-78-9 (S)-Glycidyl tosylate 
• 67-64-1 acetone 
• 4306-35-8 1,2-isopropylidene-D-glucitol 
• 141656-30-6 (R)-(+)-3-tosyloxypropane-1,2-diol dipropionate 
• 141656-36-2 Propionic acid (S)-2-hydroxy-3-(toluene-4-sulfonyloxy)-propyl ester 
• 51704-66-6 (+/-)-2,3-dihydroxypropyl tosylate 
• 119970-97-7 (+)-5-O-(p-Toluolsulfonyl)-D-ribonsaeure-γ-lacton 
• 40519-00-4 2,3-O-Isopropylidene-5-O-(p-tolylsulfonyl)-D-ribono-1,4-lactone 
• 15042-01-0 5,6-O-isopropylidene-L-ascorbic acid 
• 50765-70-3 (S)-1-tosyloxy-2,3-propanediol 

Downstream Products

• 139003-95-5 (R)-3-O-(o-Ethoxyphenyl)-1,2-O-isopropyliden-glycerol 
• 93744-27-5 (R)-(-)-4-(2-cyanophenoxy)methyl-2,2-dimethyl-1,3-dioxolane 
• 56969-22-3 C₁₇H₁₄N₂O₂ 
• 144256-11-1 3-(4-hydroxyphenyl)propionic acid [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl ester 
• 82966-35-6 (2S,4S)-cis-2-(bromomethyl)-2-(2,4-dichlorophenyl)-4-<<<(4-methylphenyl)sulfonyl>oxy>methyl>-1,3-dioxolane 
• 82966-35-6 (2R,4S)-trans-2-(bromomethyl)-2-(2,4-dichlorophenyl)-4-<<<(4-methylphenyl)sulfonyl>oxy>methyl>-1,3-dioxolane 
• 143327-62-2 (2S,4S)-cis-2-(2-(4-chlorophenyl)ethyl)-2-(imidazol-1-yl)methyl-4-(p-toluene-sulfonyloxy)methyl-1,3-dioxolane 
• 143327-63-3 (2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(p-toluenesulfonyloxy)methyl]-1,3-dioxalane 
• 50765-70-3 (S)-1-tosyloxy-2,3-propanediol 
• 23735-44-6 (S)-(-)-2,2-dimethyl-4-iodomethyl-1,3-dioxolane 
• 173597-01-8 (R)-4-(2-Chloro-phenoxymethyl)-2,2-dimethyl-[1,3]dioxolane 
• 82430-37-3 (R)-2,2-dimethyl-4-(phenoxymethyl)-1,3-dioxolane 
• 1143519-92-9 4-(S)-(-)-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-piperazine-1-carboxylic acid benzyl ester 
• 1155773-19-5 C₃₁H₄₁N₃O₅ 

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