70005-89-9

Basic information

• Product Name: (4R)-4-(2-HYDROXYETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE
• Synonyms: (R)-1,2-ISOPROPYLIDENEBUTANE-1,2,4-TRIOL;2(2,2-DIMETHYL-[1,3] DIOXOLAN-4-YL)-ETHANOL (R);(4R)-4-(2-HYDROXYETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE;(4R)-4-(2-HYDROXYETHYL)-2,2-DIMETHYL-1,&;(R)-2-(2,2-Dimethyl-1,3-dioxolan-4-yl)ethanol;(R)-4-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolane;(R)-2,2-DIMETHYL-4-HYDROXYETHYL-[1,3]DIOXOLANE;(4R)-4-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolane 96%
• CAS NO: 70005-89-9
• Molecular Formula: C₇H₁₄O₃
• Molecular Weight: 146.18
• Product Categories: Chiral Building Blocks;Dioxanes & Dioxolanes;Dioxolanes;Glycidyl Compounds, etc. (Chiral);Synthetic Organic Chemistry;Alcohols;Chiral Building Blocks;Organic Building Blocks
• Mol File: 70005-89-9.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 207 °C(lit.)
• Flash Point: 224 °F
• Appearance: /
• Density: 1.045 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0771mmHg at 25°C
• Refractive Index: n20/D 1.4390(lit.)
• PKA: 14.80±0.10(Predicted)
• CAS DataBase Reference: (4R)-4-(2-HYDROXYETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE(CAS DataBase Reference)
• NIST Chemistry Reference: (4R)-4-(2-HYDROXYETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE(70005-89-9)
• EPA Substance Registry System: (4R)-4-(2-HYDROXYETHYL)-2,2-DIMETHYL-1,3-DIOXOLANE(70005-89-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 70005-89-9(Hazardous Substances Data)

Usage

Uses

(4R)-4-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolane can be used:To introduce a chiral center selectively in the carbon chain C10 during the total synthesis of protectin D1.As a starting material in the total synthesis of an anti-diabetic molecule cytopiloyne.As a starting material in the preparation of 4-15N-amino-2-butane-1,2-diol, which is used to synthesize 15N-labeled oligodeoxynucleotides.

InChI:InChI=1/C7H14O3/c1-7(2)9-5-6(10-7)3-4-8/h6,8H,3-5H2,1-2H3/t6-/m1/s1

Upstream product

• 112031-10-4 methyl (R)-2-(2,2-dimethyl-1,3-dioxolan-4-yl)acetate 
• 127001-96-1 (R)-1,2-O-isopropylidene-3-butene-1,2-diol 
• 126946-51-8 (R)-ethyl 2-(2,2-dimethyl-1,3-dioxolan-4-yl)acetate 
• 42890-76-6 (S)-1,2,4-butanetriol 
• 67-64-1 acetone 
• 70005-88-8 (R)-1,2,4-butanetriol 
• 72496-37-8 ((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-acetaldehyde 
• 636-61-3 D-Malic acid 
• 159517-86-9 (R)-(+)-4-(2-benzyloxyethyl)-2,2-dimethyl-1,3-dioxolane 
• 322765-15-1 (E)-ethyl 4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-enoate 
• 909726-01-8 (2R,4R)-1,2-O-isopropylidene-4-(methylamino)pentane-1,2,5-triol 
• 192506-32-4 t-butyl (2R,4R)-4,5-isopropylidenedioxy-2-(methylamino)pentanoate 
• 93367-10-3 (2S,3S)-3,4-epoxy-1,2-di-O-isopropylidenebutane-1,2-diol 
• 91274-05-4 (2S,3S)-1,2-O-isopropylidene-1,2,3,4-tetrol 

Downstream Products

• 159517-86-9 (R)-(+)-4-(2-benzyloxyethyl)-2,2-dimethyl-1,3-dioxolane 
• 67987-68-2 [2-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-ethyl]-triphenyl-phosphonium; iodide 
• 116556-68-4 (R)-1,2-O-Isopropylidene-1,2,4-butanetriol-4-O-3,5-dinitrobenzoate 
• 165657-75-0 (4R)-2-(2,2-Dimethyl-1,3-dioxolan-4-yl)ethyl 4-methylbenzenesulfonate 
• 70005-88-8 (R)-1,2,4-butanetriol 
• 213978-60-0 (4R)-4-[2'-(4-methoxybenzyloxy)-ethyl]-2,2-dimethyl-[1,3]-dioxolane 
• 943144-63-6 (2E,5R)-2-(2-tert-butyldiphenylsiloxyethyl)-5,6-isopropylidenedioxy-2-hexenal 
• 1040233-59-7 C₂₇H₃₈O₄Si 
• 943144-64-7 (2R,4E)-5-benzoyloxymethyl-7-tert-butyldiphenylsiloxy-1,2-isopropylidenedioxy-4-heptene 
• 943144-65-8 (3R,4R,6R)-3-benzoyloxymethyl-1-tert-butyldiphenylsiloxy-6,7-isopropylidenedioxy-3,4-heptanediol 
• 943144-66-9 C₃₇H₄₈O₇Si 
• 445235-62-1 (2E,5R)-1-benzoyloxy-5,6-isopropylidenedioxy-2-methyl-2-hexene 
• 445235-63-2 (2R,3R,5R)-1-benzoyloxy-5,6-isopropylidenedioxy-2-methyl-2,3-hexanediol 
• 266318-68-7 Toluene-4-sulfonic acid 4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butyl ester 

Relevant articles and documents

Cobalt versus Osmium: Control of Both trans and cis Selectivity in Construction of the EFG Rings of Pectenotoxin 4

Catalytic oxidative cyclisation reactions have been employed for the synthesis of the E and F rings of the complex natural product target pectenotoxin 4. The choice of metal catalyst (cobalt- or osmium-based) allowed for the formation of THF rings with either trans or cis stereoselectivity. Fragment union using a modified Julia reaction then enabled the synthesis of an advanced synthetic intermediate containing the EF and G rings of the target.

Stereoselective synthesis of tetrahydropyranyl diarylheptanoids (-)-centrolobine and (+)-centrolobine

A versatile chiron approach to the tetrahydropyranyl diarylheptanoid natural products (-)-centrolobine and (+)-centrolobine has been described. The use of an aldol reaction followed by reductive etherification for the formation of tetrahydropyran ring is of importance. Georg Thieme Verlag Stuttgart · New York.

On the stereochemistry of palmerolide A

Degradative studies of the anticancer macrolide palmerolide A have resulted in re-assignment of the C-7, C-10, and C-11 stereocenters.