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

Description

(2S,3S)-2-Benzyloxy-3,4-O-isopropylidene-butanol is a chiral chemical compound with the molecular formula C17H24O3. It features a butanol backbone with a benzyloxy group and an isopropylidene group attached to different carbon atoms, providing it with unique properties and reactivity. (2S,3S)-2-BENZYLOXY-3,4-O-ISOPROPYLIDENE-BUTAN-1-OL is commonly used in organic synthesis as a starting material for the preparation of various pharmaceuticals and natural products.

Uses

Used in Pharmaceutical Industry:
(2S,3S)-2-Benzyloxy-3,4-O-isopropylidene-butanol is used as a starting material for the synthesis of various pharmaceuticals and natural products. Its unique structure and reactivity make it a valuable component in the development of new drugs and therapeutic agents.
Used in Organic Synthesis:
(2S,3S)-2-Benzyloxy-3,4-O-isopropylidene-butanol is used as a reagent for the protection of hydroxyl groups in organic synthesis. This allows chemists to temporarily block the reactivity of hydroxyl groups during the synthesis process, facilitating the formation of desired products and preventing unwanted side reactions.
Used as an Intermediate:
(2S,3S)-2-Benzyloxy-3,4-O-isopropylidene-butanol can also be utilized as an intermediate in the production of other organic compounds. Its versatile structure and functional groups make it a useful building block for the synthesis of a wide range of organic molecules.

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

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

Downstream Products

• 155301-42-1 Benzoic acid (R)-2-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester 
• 115689-97-9 Methanesulfonic acid (S)-2-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester 
• 115689-97-9 Methanesulfonic acid (R)-2-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester 
• 100906-42-1 2-O-benzyl-3,4-O-isopropylidene-L-threose 
• 104322-68-1 (2S)-benzyloxy-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetaldehyde 
• 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 

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