185675-55-2

Basic information

• Product Name: (S)-3,4-Bis-benzyloxy-5-((2S,4R)-2-phenyl-[1,3]dioxolan-4-yl)-5H-furan-2-one
• CAS NO: 185675-55-2
• Molecular Weight: 444.484
• Mol File: 185675-55-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-3,4-Bis-benzyloxy-5-((2S,4R)-2-phenyl-[1,3]dioxolan-4-yl)-5H-furan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3,4-Bis-benzyloxy-5-((2S,4R)-2-phenyl-[1,3]dioxolan-4-yl)-5H-furan-2-one(185675-55-2)
• EPA Substance Registry System: (S)-3,4-Bis-benzyloxy-5-((2S,4R)-2-phenyl-[1,3]dioxolan-4-yl)-5H-furan-2-one(185675-55-2)

Safety Data

• Hazardous Substances Data: 185675-55-2(Hazardous Substances Data)

Upstream product

• 185675-54-1 (R)-3,4-Bis-benzyloxy-5-((2R,4R)-2-phenyl-[1,3]dioxolan-4-yl)-5H-furan-2-one 
• 185675-53-0 (R)-3,4-Bis-benzyloxy-5-((2S,4R)-2-phenyl-[1,3]dioxolan-4-yl)-5H-furan-2-one 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 114184-95-1 (R)-3,4-Dihydroxy-5-((R)-2-phenyl-[1,3]dioxolan-4-yl)-5H-furan-2-one 
• 89-65-6 isoascorbic acid 

Downstream Products

• 10504-35-5 D-ascorbic acid 

Relevant articles and documents

Organoalane-mediated isomerization of ascorbic and isoascorbic acid derivatives

Derivatives of L-ascorbic acid 2a, 10a/11a and D-isoascorbic acid 2b, 10b/11b, when treated with triisobutylaluminium, partly epimerize to give the corresponding derivatives of L-isoascorbic acid ent-2b, ent-10b or D-ascorbic acid ent-2a, ent-10a, ent-11a, respectively. Complete removal of the protecting groups is effected by hydrogenolysis of the benzylidene acetals ent-10 and ent-11a. This reaction leads to D-ascorbic acid ent-1a or L-isoascorbic acid ent-1b, respectively. Furthermore, the four acetonides 2 were converted by ozonolysis, transesterification and finally catalytic hydrogenation to the threonic and erythronic acid ketals 9. Copyright (C) Elsevier Science Ltd.