26775-14-4

Basic information

• Product Name: 3-O-acetyl-1,2:5,6-di-O-isopropylidene-α-D-gulofuranose
• Synonyms: 3-O-acetyl-1,2:5,6-di-O-isopropylidene-α-D-gulofuranose
• CAS NO: 26775-14-4
• Molecular Weight: 302.324
• Mol File: 26775-14-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 74 °C
• Boiling Point: 350.6±42.0 °C(Predicted)
• Density: 1.25±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 3-O-acetyl-1,2:5,6-di-O-isopropylidene-α-D-gulofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 3-O-acetyl-1,2:5,6-di-O-isopropylidene-α-D-gulofuranose(26775-14-4)
• EPA Substance Registry System: 3-O-acetyl-1,2:5,6-di-O-isopropylidene-α-D-gulofuranose(26775-14-4)

Safety Data

• Hazardous Substances Data: 26775-14-4(Hazardous Substances Data)

Upstream product

• 582-52-5 1,2:5,6-di-O-isopropylidene-D-glucofuranoside 
• 79-20-9 acetic acid methyl ester 
• 14686-88-5 3-O-acetyl-1,2:5,6-di-O-isopropylidene-α-D-erythro-hex-3-enofuranose 
• 10581-12-1 tetramethyl ammonium acetate 
• 116408-84-5 2,2,2-Trifluoro-1,1-diphenyl-ethanesulfonic acid (3aR,5R,6S,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 

Downstream Products

• 20689-03-6 1-((3aR,4S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-ethane-1,2-diol 
• 582-52-5 diacetone glucose 
• 35023-80-4 (Z)-2,3:5,6-di-O-isopropylidene-D-gulose oxime 
• 35023-80-4 (E)-2,3:5,6-di-O-isopropylidene-D-gulose oxime 
• 142946-29-0 6,7-di-O-benzylbengamide E 
• 142946-34-7 cis-6,7-di-O-benzylbengamide E 
• 143005-12-3 methyl 3-O-benzyl-4,6-O-benzylidene-β-D-gulopyranoside 
• 142929-68-8 Acetic acid 2-benzenesulfonyl-1-((2S,3R,4R,5R,6R)-3,4-bis-benzyloxy-5,6-dimethoxy-tetrahydro-pyran-2-yl)-3-methyl-butyl ester 
• 142929-70-2 methyl 3,4-di-O-benzyl-6,7-didehydro-6,7-dideoxy-7-C-isopropyl-2-O-methyl-β-D-guloheptopyranoside 
• 142929-71-3 3,4-di-O-benzyl-6,7-didehydro-6,7-dideoxy-7-C-isopropyl-2-O-methyl-β-D-gulono-1,5-lactone 
• 143058-64-4 methyl 3-O-benzyl-4,6-O-benzylidene-2-O-methyl-β-D-gulopyranoside 
• 1053613-62-9 (2S,3R,4R,5R,6R)-3,4-Bis-benzyloxy-5,6-dimethoxy-tetrahydro-pyran-2-carbaldehyde 
• 142929-67-7 methyl 3,4-di-O-benzyl-2-O-methyl-β-D-gulopyranoside 
• 87256-64-2 {(3aS,4R,6S,7R,7aR)-4-[(R)-2-Hydroxy-2-((3aR,5R,6R,6aR)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl]-6-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl}-carbamic acid benzyl ester 

Relevant articles and documents

APPLICATION OF STERICALLY CROWDED ALKYL SULFONATES : SN2-SUBSTITUTION IN THE DIACETONE GLUCOSE SYSTEM

The hitherto unaccessible C-substitution by O-nucleophiles in glucose sulfonates 4 was achieved by high nucleofugality of the leaving group and steric hindrance within the ester part of 4b.

L-Glucose. A convenient synthesis from D-glucose

L-Glucose has been synthesized from D-glucose by a convenient method involving methyl 2,3-O-isopropylidene-β-D-gulofuranosiduronic acid (6) as a key intermediate.Compound 6 was converted into L-glucono-1,5-lactone (8), which, by a selective reduction, afforded L-glucose (9).