51268-87-2

Basic information

• Product Name: 3-[(4S)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YL]-PROPANOL
• Synonyms: 3-[(4S)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YL]-PROPANOL;1,3-DIOXOLANE-4-PROPANOL, 2,2-DIMETHYL-, (S)-;(S)-2,2-DIMETHYL-1,3-DIOXOLANE-4-PROPANOL;(S)-4,5-ISOPROPYLIDENE-1-PENTANOL;1,2-O-Isopropylidene(S)pentane-1,2,5-triol.;3-[(4S)-2,2-Dimethyl-1,3-dioxolan-4-YL]-propanol, GC 97%;(S)-Dimethyl-1,3-dioxolane-4-propanol;3-[(4S)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YL]-PROPANOL 97%
• CAS NO: 51268-87-2
• Molecular Formula: C₈H₁₆O₃
• Molecular Weight: 160.21
• Mol File: 51268-87-2.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 90 °C (10 mmHg)
• Flash Point: 103.7 °C
• Appearance: Clear colorless to yellow/Oily Liquid
• Density: 1.0227 (rough estimate)
• Vapor Pressure: 0.0227mmHg at 25°C
• Refractive Index: 1.4405-1.4425
• PKA: 15.04±0.10(Predicted)
• CAS DataBase Reference: 3-[(4S)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YL]-PROPANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[(4S)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YL]-PROPANOL(51268-87-2)
• EPA Substance Registry System: 3-[(4S)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YL]-PROPANOL(51268-87-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37
• Safety Statements: 37/39-26
• Hazardous Substances Data: 51268-87-2(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow oily liquid

InChI:InChI=1/C8H16O3/c1-8(2)10-6-7(11-8)4-3-5-9/h7,9H,3-6H2,1-2H3/t7-/m0/s1

Upstream product

• 90472-93-8 methyl 3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]propanoate 
• 56-86-0 L-glutamic acid 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 
• 77-76-9 2,2-dimethoxy-propane 
• 94944-62-4 (S)-4,5-O-isopropylidene-4,5-dihydroxypentanenitrile 
• 42890-78-8 (S)-(-)-isopropylidenedioxybutyl bromide 
• 4344-84-7 5-oxo-tetrahydro-furan-2-carboxylic acid 
• 91926-90-8 ethyl (Z)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate 
• 64520-58-7 ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate 
• 21461-84-7 (2S)-tetrahydro-5-oxofuran-2-carboxylic acid 
• 67-64-1 acetone 
• 127102-60-7 (S)-4-(but-3-enyl)-2,2-dimethyl-1,3-dioxolane 
• 19131-21-6 (2S)-pentane-1,2,5-triol 

Downstream Products

• 135027-61-1 Toluene-4-sulfonic acid 3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester 
• 188443-03-0 ((2R,6S)-6-Benzyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid methyl ester 
• 677707-81-2 (S)-5-Phenylselanyl-pentane-1,2-diol 
• 863662-67-3 (S)-2,2-Dimethyl-4-(3-phenylselanyl-propyl)-[1,3]dioxolane 
• 863662-80-0 (S)-1-Benzyloxy-5-phenylselanyl-pentan-2-ol 
• 677707-82-3 (E)-3-((S)-1-Benzyloxymethyl-4-phenylselanyl-butoxy)-acrylic acid methyl ester 
• 172689-09-7 Toluene-4-sulfonic acid (S)-1-((S)-3,4-bis-triisopropylsilanyloxy-butyl)-hexyl ester 
• 172689-11-1 2,2-Dimethyl-propionic acid (4S,7S)-4-(toluene-4-sulfonyloxy)-7,8-bis-triisopropylsilanyloxy-octyl ester 
• 172689-00-8 (2S,5S)-1,2-Bis-O-(triisopropylsilyl)-8-(pivaloyloxy)octane-1,2,5-triol 
• 1601468-15-8 C₂₁H₃₀O₅ 
• 1601468-16-9 C₂₁H₃₀O₅ 
• 1601468-14-7 (S)-6-(benzyloxy)hex-1-en-3-yl 3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)propanoate 
• 334976-37-3 (S)-6-(benzyloxy)hex-1-en-3-ol 
• 1389347-44-7 (S)-4,5-bis(octadecyloxy)pentyl (4-nitrophenyl)carbonate 

Relevant articles and documents

Stereoselective synthesis of (3R,6S)-6-hydroxylasiodiplodin

The first stereoselective synthesis of polyketide natural product (3R,6S)-6-hydroxylasiodiplodin (1) has been described starting from commonly available starting materials d-mannitol and 2,4,6-trihydroxybenzoic acid. The key reactions involved are Keck asymmetric allylation, Stille coupling, De Brabander's esterification, and ring-closing metathesis (RCM) reaction. The total synthesis was achieved in 19.3% overall yield making the route significant.

Total synthesis of diastereomeric marine butenolides possessing a syn-aldol subunit at C10 and C11 and the related C11-ketone

Two diastereomeric marine butenolides, (4S,10R,11R)- and (4S,10S,11S)-4,11-dihydroxy-10-methyldodec-2-en-1,4-olide, possessing a syn-aldol subunit at C10 and C11 have been efficiently synthesized by using a three-module coupling strategy. The enantiomeric syn-aldol modules prepared by the syn-selective aldol reaction of the norephedrine-derived chiral propionates were coupled with the chiral C3-C7 module via 1,3-dithiane bisalkylation. The butenolide ring was then installed via a high-yielding ring-closing metathesis (RCM) reaction. Oxidation of the diastereomeric C11-alcohols furnished the corresponding C11-ketones, which are produced by the same marine microorganism.

The formal synthesis of isofebrifugine using stereoselective intramolecular Michael addition

The formal synthesis of isofebrifugine, a bioactive alkaloid, was achieved via a stereoselective intramolecular Michael addition reaction from d-mannitol.