63-29-6

Basic information

• Product Name: (1S,2R,3R,5S)-2,3,6-trihydroxy-4,8-dioxabicyclo[3.3.0]octan-7-one
• Synonyms: (1S,2R,3R,5S)-2,3,6-trihydroxy-4,8-dioxabicyclo[3.3.0]octan-7-one;D-Glucofuranuronic acid, gamma-lactone;Glucofuranuronic acid, gamma-lactone, D-;(3R,3aR,6S,6aR)-2,3,6-trihydroxy-3,3a,6,6a-tetrahydro-2H-furo[3,2-b]furan-5-one
• CAS NO: 63-29-6
• Molecular Formula: C₆H₈O₆
• Molecular Weight: 0
• Mol File: 63-29-6.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1S,2R,3R,5S)-2,3,6-trihydroxy-4,8-dioxabicyclo[3.3.0]octan-7-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R,3R,5S)-2,3,6-trihydroxy-4,8-dioxabicyclo[3.3.0]octan-7-one(63-29-6)
• EPA Substance Registry System: (1S,2R,3R,5S)-2,3,6-trihydroxy-4,8-dioxabicyclo[3.3.0]octan-7-one(63-29-6)

Safety Data

• Hazardous Substances Data: 63-29-6(Hazardous Substances Data)

Usage

General Description

The chemical "(1S,2R,3R,5S)-2,3,6-trihydroxy-4,8-dioxabicyclo[3.3.0]octan-7-one" is a compound with a bicyclic structure containing oxygen atoms and hydroxyl groups. It has a molecular formula of C6H8O5 and a molecular weight of 168.13 g/mol. (1S,2R,3R,5S)-2,3,6-trihydroxy-4,8-dioxabicyclo[3.3.0]octan-7-one is commonly found in natural products and is known for its potential pharmaceutical and medicinal properties due to its unique structure and functional groups. It may exhibit biological activities such as antioxidant, antimicrobial, and anti-inflammatory properties, and it is often used as a building block in the synthesis of more complex organic molecules. Overall, the chemical "(1S,2R,3R,5S)-2,3,6-trihydroxy-4,8-dioxabicyclo[3.3.0]octan-7-one" has the potential for various applications in the fields of pharmaceuticals, medicine, and organic chemistry.

Upstream product

• 6635-17-2 1,2,5-tri-O-acetyl-α-D-glucofuranurono-6,3-lactone 
• 489-91-8 D-glucuronic acid 
• 151794-98-8 3,5(R)-O-benzylidene-D-glycero-D-gulo-heptono-1,4-lactone 
• 6556-12-3 D-Glucuronic acid 
• 96236-73-6 sodium 1,2-O-isopropylidene-D-glucuronate 
• 15397-08-7 D-glycero-D-galacto-heptono-1,4-lactone 

Downstream Products

• 82228-14-6 methyl D-glucopyranuronate 
• 3067-56-9 D-glucurono-3,6-lactone acetonide 
• 150608-10-9 methyl 1,2,3,4-tetra-O-benzoyl-α-D-glucopyranuronate 
• 150608-11-0 methyl 1,2,3,4-tetra-O-benzoyl-β-D-glucopyranuronate 
• 6635-17-2 1,2,5-tri-O-acetyl-α/β-D-glucofuranurono-6,3-lactone 
• 98021-64-8 D-arabinurono-2,5-lactone 
• 7355-18-2 (2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 481063-40-5 (3aR,3bS,5S,6R,6aR,7aR)-2,2-Dimethyl-5-phenyl-hexahydro-furo[2',3':4,5]furo[2,3-d][1,3]dioxol-6-ol 
• 481066-71-1 (3aR,3bS,5S,6S,6aR,7aR)-2,2-Dimethyl-5-phenyl-hexahydro-furo[2',3':4,5]furo[2,3-d][1,3]dioxol-6-ol 
• 481063-61-0 (R)-((2S,3R,4R,5S)-4-Benzyloxy-3-hydroxy-5-phenyl-tetrahydro-furan-2-yl)-hydroxy-acetaldehyde 
• 481063-42-7 (S)-1-((2R,3R,4R,5S)-4-Benzyloxy-3-hydroxy-5-phenyl-tetrahydro-furan-2-yl)-ethane-1,2-diol 
• 481063-55-2 (2R,3S,4S,5S)-4-Benzyloxy-2-((E)-pent-1-enyl)-5-pentyl-tetrahydro-furan-3-ol 
• 481066-72-2 (3aR,3bS,5S,6S,6aR,7aR)-6-Benzyloxy-2,2-dimethyl-5-phenyl-hexahydro-furo[2',3':4,5]furo[2,3-d][1,3]dioxole 
• 481063-68-7 tert-Butyl-((3aR,3bS,5S,6R,6aS,7aR)-2,2-dimethyl-5-phenyl-hexahydro-furo[2',3':4,5]furo[2,3-d][1,3]dioxol-6-yloxy)-dimethyl-silane 

Relevant articles and documents

Design and synthesis by click triazole formation of paclitaxel mimics with simplified core and side-chain structures

A library of paclitaxel (taxol) mimics was obtained by a straightforward strategy involving rational design and an efficient synthesis of a simplified taxane core substitute, together with a click-chemistry combinatorial search for phenylisoserine side-chain surrogates.

Three new flavonoid glycosides, byzantionoside B 6′-O-sulfate and xyloglucoside of (Z)-hex-3-en-1-ol from Ruellia patula

Three new flavonoid glycosides, demethoxycentaureidin 7-O- β-D-galacturonopyranoside, pectolinarigenin 7-O- α-L-rhamnopyranosyl- (1?→4″)- β-D-glucopyranoside and 7-O- α-L-rhamnopyranosyl-(1?→4″)- β-D- glucuronopyranoside, a new megastigmane glucoside, byzantionoside B 6′-O-sulfate, and a new (Z)-hex-3-en-1-ol O-β-D-xylopyranosyl- (1″→2′)- β-D-glucopyranoside, were isolated from leaves of Ruellia patula JACQ., together with 12 known compounds, β-sitosterol glucoside, vanilloside, bioside (decaffeoyl verbascoside), acteoside (verbascoside), syringin, benzyl alcohol O- β-D-xylopyranosyl- (1″→2′)- β-D-glucopyranoside, cistanoside E, roseoside, phenethyl alcohol O- β-D-xylopyranosyl-(1″→2′)- β-D-glucopyranoside, (+)-lyoniresinol 3 α-O- β-D- glucopyranoside, isoacteoside and 3,4,5-trimethoxyphenol O- α-L- rhamnopyranosyl-(1″→6′)- β-D-glucopyranoside. Their structures were elucidated by means of spectroscopic analyses.

Large scale synthesis of the acetonides of l-glucuronolactone and of l-glucose: easy access to l-sugar chirons

1,2-O-Isopropylidene-α-l-glucurono-3,6-lactone may be synthesized on a 100-200 g scale from cheaply available d-glucoheptonolactone in an overall yield of 94% in four steps via l-glucuronolactone. Subsequent elaboration to l-glucose, diacetone-l-glucose (1,2:5,6-di-O-isopropylidene-α-l-glucofuranose), and monoacetone-l-glucose (1,2-O-isopropylidene-α-l-glucofuranose) allows easy access to a range of l-sugar chirons.