23214-66-6

Basic information

• Product Name: (R)-(-)-1-BENZYLOXY-3-(P-TOSYLOXY)-2-PROPANOL
• Synonyms: 1-BENZYL-SN-GLYCEROL 3-TOSYLATE;R(-)-3-BENZYLOXY-1,2-PROPANEDIOL 1-(TOLUENE-4-SULFONATE);(R)-(-)-1-BENZYLOXY-3-(P-TOSYLOXY)-2-PROPANOL;R(-)-1-BENZYLOXY-3-TOSYLOXY-2-PROPANOL;(R)-(-)-3-Benzyloxy-1,2-propanediol 1-(p-toluenesulfonate);3-benzyloxy-1,2-propanediol 1-(toluene-4-sulfonate);(R)-(-)-1-Benzyloxy-3-tosyloxy-2-propanol, 1-Benzyl-sn-glycerol 3-tosylate;(R)-(-)-1-Benzyloxy-3-tosyloxy-2-propanol, 1-Benzyl-sn-glycerol 3-tosylate, (R)-(-)-3-Benzyloxy-1,2-propanediol 1-(p-toluenesulfonate)
• CAS NO: 23214-66-6
• Molecular Formula: C₁₇H₂₀O₅S
• Molecular Weight: 336.4
• Mol File: 23214-66-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 52-55 °C
• Boiling Point: 515.624 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.254 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.573
• Storage Temp.: 2-8°C
• PKA: 12.98±0.20(Predicted)
• CAS DataBase Reference: (R)-(-)-1-BENZYLOXY-3-(P-TOSYLOXY)-2-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-1-BENZYLOXY-3-(P-TOSYLOXY)-2-PROPANOL(23214-66-6)
• EPA Substance Registry System: (R)-(-)-1-BENZYLOXY-3-(P-TOSYLOXY)-2-PROPANOL(23214-66-6)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 3
• Hazardous Substances Data: 23214-66-6(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 23214-66-6 differently. You can refer to the following data:
1. Reagent employed in enantioselective carbohydrate, terpene, and alkaloid syntheses.
2. (R)-(-)-1-Benzyloxy-3-(p-tosyloxy)-2-propanol is used in the synthesis of Polyhydroxyl Surfactants.

InChI:InChI=1/C17H20O5S/c1-14-7-9-17(10-8-14)23(19,20)22-13-16(18)12-21-11-15-5-3-2-4-6-15/h2-10,16,18H,11-13H2,1H3/t16-/m1/s1

Upstream product

• 17325-85-8 (2S)-3-(benzyloxy)propane-1,2-diol 
• 98-59-9 p-toluenesulfonyl chloride 
• 41274-09-3 (R)-3-tosyloxy-1,2-propanediol 
• 100-51-6 benzyl alcohol 
• 127744-30-3 methyl-(2R)-3-benzyloxy-2-benzoyloxy-propanoate 
• 127744-28-9 (S)-methyl 3-(benzyloxy)-2-hydroxypropanoate 
• 130111-08-9 (S)-3-(benzyloxy)-2-hydroxypropanoic acid 
• 4726-96-9 O-Benzyl-L-serine 
• 113826-06-5 (R)-glycidyl tosylate 
• 70987-78-9 (S)-Glycidyl tosylate 

Downstream Products

• 41274-09-3 D-3-Tosylglycerol 
• 119835-79-9 R-(+)-1-benzyloxy-3-phtalimidopropanol 
• 2930-05-4 (S)-benzyl glycidyl ether 
• 713100-30-2 (S)-1-amino-3-(benzyloxy)propan-2-ol 
• 119835-83-5 R-(+)-5-(3'-benzyloxybenzyl)-1-<(1'-phtalimidomethyl-2'-benzyloxyethoxy)methyl>-2-oxo-4-methoxypyrimidine 
• 119835-80-2 2-((S)-3-Benzyloxy-2-chloromethoxy-propyl)-isoindole-1,3-dione 
• 119835-82-4 R-(+)-5-benzyl-1-<(1'-phtalimidomethyl-2'-benzyloxyethoxy)methyl>uracil 
• 119835-81-3 R-(+)-5-benzyl-1-<(1'-phtalimidomethyl-2'-benzyloxyethoxy)methyl>-2-oxo-4-methoxypyrimidine 
• 1623766-56-2 (S)-2-((benzyloxy)methyl)-1,4-oxazepan-5-one 
• 1623766-57-3 (S)-2-((benzyloxy)methyl)-5-methoxy-2,3,6,7-tetrahydro-1,4-oxazepine 

Relevant articles and documents

Tetrahydroimidazo(1,5-D)[1,4]Oxazepine Derivative

A compound represented by the following formula (I) or a pharmaceutically acceptable salt thereof works as an mGluR2 antagonist, and is applicable as a therapeutic agent for neurological disorders related to glutamate dysfunction and diseases involving th

Preparation of optically active 1,2-diol monotosylates by enzymatic hydrolysis

An easy preparation of optically active 1,2-diol monotosylate derivatives by enzymatic hydrolysis is disclosed. Lipase PS (Burkholderia cepacia) catalyzes the hydrolysis of racemic 2-acetoxyhexyl tosylate with excellent enantioselectivity to afford the corresponding optically active compounds. In this reaction, a unique temperature effect is observed. After optimizing the reaction conditions, this procedure is widely applicable to the practical preparation of both enantiomers of various optically active compounds with high ee. Georg Thieme Verlag Stuttgart.

Stereoselective synthesis of polyhydroxyl surfactants. Stereochemical influence on Langmuir monolayers

Herein is described the synthesis of surfactants featuring polyhydroxylated head groups. Three head groups were prepared via consecutive stereoselective dihydroxylations of a diene. By coupling of these with lipophilic tail groups six novel surfactants have been prepared. The monolayers prepared from four of these have been investigated at the air-water interface. Significant differences were observed between monolayers consisting of enantiomerically pure surfactants contra racemates as well as between diastereomers.