104322-67-0

Basic information

• Product Name: (2S,3S)-2-BENZYLOXY-3,4-O-ISOPROPYLIDENE-BUTAN-1-OL
• Synonyms: S, S (-) 2-BENZYLOXY-2-(2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-ETHANOL;(2S,3S)-2-BENZYLOXY-3,4-O-ISOPROPYLIDENE-BUTAN-1-OL
• CAS NO: 104322-67-0
• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31
• Mol File: 104322-67-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 376.2°Cat760mmHg
• Flash Point: 181.3°C
• Appearance: /
• Density: 1.116g/cm³
• Vapor Pressure: 2.49E-06mmHg at 25°C
• Refractive Index: 1.513
• CAS DataBase Reference: (2S,3S)-2-BENZYLOXY-3,4-O-ISOPROPYLIDENE-BUTAN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-2-BENZYLOXY-3,4-O-ISOPROPYLIDENE-BUTAN-1-OL(104322-67-0)
• EPA Substance Registry System: (2S,3S)-2-BENZYLOXY-3,4-O-ISOPROPYLIDENE-BUTAN-1-OL(104322-67-0)

Safety Data

• Hazardous Substances Data: 104322-67-0(Hazardous Substances Data)

Usage

General Description

(2S,3S)-2-Benzyloxy-3,4-O-isopropylidene-butanol is a chemical compound with the molecular formula C17H24O3. It is a chiral compound with two stereocenters, and it is commonly used in organic synthesis as a starting material for the preparation of various pharmaceuticals and natural products. The compound is often used as a reagent for the protection of hydroxyl groups in organic synthesis, and it can also be utilized as an intermediate in the production of other organic compounds. Its structure consists of a butanol backbone with a benzyloxy group and an isopropylidene group attached to different carbon atoms, giving it unique properties and reactivity.

InChI:InChI=1/C14H20O4/c1-14(2)17-10-13(18-14)12(8-15)16-9-11-6-4-3-5-7-11/h3-7,12-13,15H,8-10H2,1-2H3/t12-,13+/m1/s1

Upstream product

• 340699-14-1 ethyl (2S,3S)-3,4-O-isopropylidene-2,3,4-trihydroxybutanoate 
• 38270-70-1 dimethyl meso-2,3-O-benzylidenetartrate 
• 100-52-7 benzaldehyde 
• 84379-51-1 dl-2-O-benzylerythritol 
• 77-76-9 2,2-dimethoxy-propane 
• 67-64-1 acetone 
• 155417-88-2 2-O-benzyl-erythrobutanetetrol 
• 60656-87-3 benzyloxyacetoaldehyde 
• 114185-07-8 ethyl (2R)-2-[(1S)-3,3-dimethyl(2,4-dioxolanyl)]-2-hydroxyacetate 
• 100-39-0 benzyl bromide 
• 874897-00-4 (S)-(2-Chloro-acetoxy)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetic acid ethyl ester 
• 340699-15-2 ethyl (2S,3S)-2-O-benzyl-3,4-O-isopropylidene-2,3,4-trihydroxybutanoate 
• 70369-46-9 (2R,4S,5R)-4-hydroxymethyl-2-methyl-1,3-dioxan-5-ol 
• 76-83-5 trityl chloride 

Downstream Products

• 874896-60-3 (4R,Z)-methyl 4-(benzyloxy)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-enoate 
• 1061228-28-1 (4R,Z)-ethyl 4-(benzyloxy)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-enoate 
• 874896-59-0 (4R,E)-ethyl 4-(benzyloxy)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-enoate 
• 874896-75-0 (2R,3S,4S,5S)-2,3:5,6-di(O-isopropylidene)-4-O-benzyl-2,3,4,5,6-pentahydroxyhexanal 
• 874896-93-2 (2S,3S,4S,5S)-2,3:5,6-di(O-isopropylidene)-4-O-benzyl-2,3,4,5,6-pentahydroxyhexanal 
• 874896-94-3 (2R,3R,4S,5S)-2,3:5,6-di(O-isopropylidene)-4-O-benzyl-2,3,4,5,6-pentahydroxyhexanal 
• 874896-74-9 (2S,3R,4S,5S)-2,3:5,6-di(O-isopropylidene)-4-O-benzyl-2,3,4,5,6-pentahydroxyhexanal 
• 874896-88-5 methyl (2S,3R,4R,5S)-4-O-benzyl-5,6-O-isopropylidene-2,3,4,5,6-pentahydroxyhexanoate 
• 874896-89-6 methyl (2R,3S,4R,5S)-4-O-benzyl-5,6-O-isopropylidene-2,3,4,5,6-pentahydroxyhexanoate 
• 874896-71-6 ethyl (2R,3R,4R,5S)-4-O-benzyl-5,6-O-isopropylidene-2,3,4,5,6-pentahydroxyhexanoate 
• 874896-70-5 ethyl (2S,3S,4R,5S)-4-O-benzyl-5,6-O-isopropylidene-2,3,4,5,6-pentahydroxyhexanoate 
• 874896-90-9 methyl (2S,3S,4S,5S)-2,3:5,6-di(O-isopropylidene)-4-O-benzyl-2,3,4,5,6-pentahydroxyhexanoate 
• 874896-91-0 methyl (2R,3R,4S,5S)-2,3:5,6-di(O-isopropylidene)-4-O-benzyl-2,3,4,5,6-pentahydroxyhexanoate 
• 874896-73-8 ethyl (2R,3S,4S,5S)-2,3:5,6-di(O-isopropylidene)-4-O-benzyl-2,3,4,5,6-pentahydroxyhexanoate 

Relevant articles and documents

Asymmetric aldol reaction of glyoxal catalyzed by diarylprolinol

All selection should be this- eeasy: The direct asymmetric aldol reaction of commercial aqueous glyoxal is catalyzed by trifluoromethyl-substituted diarylprolinol 1 to afford a β-formyl-β-hydroxy-α-substituted aldehyde in good yield with excellent anti selectivity and excellent enantioselectivity.

C-Furanoside Synthesis via Radical Cyclisation of β-Alkoxyacrylates

Stereoselective synthesis of C-furanosides is accomplished via tributylstannane-mediated radical cyclisation of β-alkoxyacrylates.

STEREOSELECTIVE ALLYLATION FOR PREPARATION OF L-HEXOSE DERIVATIVES

The reaction of allyltrimethylsilane with α,β-dialkoxyaldehydes is catalyzed by magnesium bromide, and provides for a highly stereoselective allylation which is predicted by α-chelation of the Lewis acid.The observed stereocontrol is opposite to that gene