32785-94-7

Basic information

• Product Name: 3-CHLORO-3-DEOXY-1,2:5,6-DIISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE
• Synonyms: 3-CHLORO-3-DEOXY-1,2:5,6-DIISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE;3-Chloro-3-deoxy-1,2:5,6-di-O-isopropylidene-a-D-glucofuranose
• CAS NO: 32785-94-7
• Molecular Formula: C12H19ClO5
• Molecular Weight: 278.73
• Mol File: 32785-94-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 341.3±42.0 °C(Predicted)
• Appearance: /
• Density: 1.28±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 3-CHLORO-3-DEOXY-1,2:5,6-DIISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-3-DEOXY-1,2:5,6-DIISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE(32785-94-7)
• EPA Substance Registry System: 3-CHLORO-3-DEOXY-1,2:5,6-DIISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE(32785-94-7)

Safety Data

• Hazardous Substances Data: 32785-94-7(Hazardous Substances Data)

Upstream product

• 22933-89-7 3-chloro-3-deoxy-D-glucose 
• 2595-05-3 Diacetone D-glucose 
• 16667-96-2 O-[(3aR,5R,6S,6aR)-5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] methylsulfanylmethanethioate 
• 2595-05-3 (3aR,6R,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol 
• 55951-90-1 Trifluoro-methanesulfonic acid (3aR,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 350255-13-9 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 82893-09-2 (1,2;5,6-Di-O-isopropyliden-α-D-allofuranos-3-yloxy)triphenylphosphonium-bromid 

Relevant articles and documents

One pot conversion of carbohydrates alcohol into chloride via benzotriazole sulfonate

A one pot method for chloro-dehydroxylation of carbohydrates alcohol including sterically and electrically hindered ones in excellent yield was developed. The benzotriazole-1-sulfonate proposed to play a crucial role in the reaction medium, which undergoes substitution by chloride ion in the reaction medium to give only desired chloride derivative without the formation of side product. The optimized methodology can be used in the synthesis of number of biologically active compounds or chiral synthones.

Synthesis and Reactions of 3-O-Phosphoniogluco- and Allofuranoses

Starting from the bicyclic gluco- (3,5,7, and 9) and allofuranoses 11 the isolable 3-O-phosphoniocarbohydrates (4,6,8,10, and 12) were synthesized by reaction with triphenylphosphane (1), diethyl azodicarboxylate (2), and alkylating or acylating agents.On heating, the various allo configurated salts 12 are converted into the corresponding at C-3 epimeric gluco configurated substitution products offering a wide range of flexibility.The reactions of the gluco configurated salts depend strongly on the type of nucleophile to be introduced and from neighboring groups in t he carbohydrate skeleton.The iodide 4a and the azide 4g react by substitution forming the allo derivatives 15.In contrast, bromide, chloride, and sulfonate as gegen-ions mainly cause rearrangement of the 5,6-isopropylidene bridge or opening of the 5,6-anhydro structure.