22529-61-9

Basic information

• Product Name: 1,2-O-ISOPROPYLIDENE-3-BENZYLOXY-D-GLUCOFURANOSE
• Synonyms: 1,2-O-ISOPROPYLIDENE-3-BENZYLOXY-D-GLUCOFURANOSE;3-o-Benyl-1,2-o-isopropylidene-a-D-glucofuranose;3-O-Benzyl-1,2-O-isopropylidene-α-D-glucofuranose;a-D-Glucofuranose, 1,2-O-(1-Methylethylidene)-3-O-(phenylMethyl)-;3-O-Benzyl-1,2-O-isopropylidene-a-D-glucofurano;α-D-Glucofuranose, 1,2-O-(1-Methylethylidene)-3-O-(phenylMethyl)-;3-O-Benzyl-1,2-O-isopropylidene-α-D-glucofurasone
• CAS NO: 22529-61-9
• Molecular Formula: C₁₆H₂₂O₆
• Molecular Weight: 310.34
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 22529-61-9.mol
• Article Data: 88

Chemical Properties

• Boiling Point: 460.4°Cat760mmHg
• Flash Point: 232.3°C
• Appearance: /
• Density: 1.29g/cm³
• Vapor Pressure: 2.84E-09mmHg at 25°C
• Refractive Index: 1.572
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 13.51±0.20(Predicted)
• CAS DataBase Reference: 1,2-O-ISOPROPYLIDENE-3-BENZYLOXY-D-GLUCOFURANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-O-ISOPROPYLIDENE-3-BENZYLOXY-D-GLUCOFURANOSE(22529-61-9)
• EPA Substance Registry System: 1,2-O-ISOPROPYLIDENE-3-BENZYLOXY-D-GLUCOFURANOSE(22529-61-9)

Safety Data

• Hazardous Substances Data: 22529-61-9(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Oil

Uses

Fondaparinux Sodium intermediate

InChI:InChI=1/C16H22O6/c1-16(2)21-14-13(19-9-10-6-4-3-5-7-10)12(11(18)8-17)20-15(14)22-16/h3-7,11-15,17-18H,8-9H2,1-2H3/t11?,12-,13+,14?,15?/m1/s1

Upstream product

• 18006-25-2 3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose diacetate 
• 19877-13-5 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-enofuranose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 1125824-38-5 C₂₃H₂₆O₆ 
• 1207730-44-6 3-O-benzyl-1,2-O-isopropylidene-6-O-(2,4,6-triisopropylbenzoyl)-α-D-glucofuranose 
• 912652-02-9 (1R)-1-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(tetrahydro-2H-2-pyranyloxy)ethan-1-ol 
• 4205-23-6 D-gulose 
• 101475-83-6 3-O-benzyl-1,2;5,6-di-O-isopropylidene-α-D-glucofuranoside 
• 582-52-5 1,2:5,6-diacetone-D-glucose 
• 22169-71-7 (R)-1-((3aR,5S,6S,6aR)-6-azido-2,2-dimethyltetrahydrofuro-[2,3-d][1,3]dioxol-5-yl)ethane-1,2-diol 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 64656-76-4 Natrium-Verbindung der O¹,O²;O⁵,O⁶-Diisopropyliden-α-D-glucofuranose 
• 2280-44-6 D-Glucose 

Downstream Products

• 87326-73-6 (S)-methyl 2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-hydroxyacetate 
• 82185-83-9 5-O-allyl-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 82185-84-0 6-O-allyl-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 153012-95-4 3-O-benzyl-1,2-O-isopropylidene-5,6-di-O-tetradecyl-α-D-glucofuranose 
• 16895-86-6 3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose-5,6-carbonate 
• 18006-25-2 3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose diacetate 
• 28713-39-5 3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 81823-12-3 1,2-O-isopropylidene-3,6-di-O-benzyl-α-D-glucofuranose 
• 53928-30-6 1,2-O-isopropylidene-3,5,6-tri-O-benzyl-α-D-glucofuranoside 
• 37073-70-4 1-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-trityloxyethanol 
• 37776-15-1 6-O-Benzoyl-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 106445-04-9 1-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-(tert-butyldimethylsiloxy)ethanol 
• 99665-46-0 Benzoic acid (3aR,5R,6S,6aR)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 22331-19-7 3-O-benzyl-1,2-O-isopropylidene-5,6-di-O-mesyl-α-D-glucofuranose 

Relevant articles and documents

A Glucose-Derived α-Hydroxy Aldehyde for the Petasis Reaction: Facile Access to Polyfunctional δ-Amino Acids

The multicomponent Petasis borono-Mannich reaction proceeds via an imine with the boronic acid acting as the nucleophile for the preparation of amines and their derivatives, including amino acids. In view of the expansion of the poorly-exploited carbohydr

Synthesis of glycosylated aminothiol from D-glucose as promising anti-tubercular agent

A facile method for a series of novel glycosylated β-aminothiols by employing TBAB/NEt3-catalyzed ring opening of thiirane ring of D-glucose-derived 5,6-anhydro-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose with different primary and secondary amines including aliphatic, aromatic, heterocyclic, and glycosyl amine has been devised. Diamines on the other hand for thiirane ring opening of anhydroglucose derivative led to the formation of respective bis-glycosylated N1,Nn-diaminothiols in good yield. The method is straight forward, economical, high-yielding and easy to scale up. One of the glycosylated aminothiol contains both the hydrophilic carbohydrate moiety and hydrophobic hexadecyl residue, thus can serve a promising candidate to exhibit surface-active properties. The resulted glycosylated β-aminothiols may serve as an interesting scaffold to develop mechanism-based novel chemotherapeutic agents.

Gram-level total synthesis method of sulfur onium salt type natural product neoponkoranol extracted from salacia plants

The invention belongs to the field of chemical synthesis and particularly relates to a gram-level total synthesis method of a sulfur onium salt type natural product neoponkoranol with hypoglycemic activity extracted from salacia plants. According to the m