212832-94-5

Basic information

• Product Name: Methyl 3,4:5,6-di-O-isopropylidene-2-O-(benzyl)-D-gluconate
• Synonyms: Methyl 3,4:5,6-di-O-isopropylidene-2-O-(benzyl)-D-gluconate
• CAS NO: 212832-94-5
• Molecular Weight: 380.438
• Mol File: 212832-94-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Methyl 3,4:5,6-di-O-isopropylidene-2-O-(benzyl)-D-gluconate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3,4:5,6-di-O-isopropylidene-2-O-(benzyl)-D-gluconate(212832-94-5)
• EPA Substance Registry System: Methyl 3,4:5,6-di-O-isopropylidene-2-O-(benzyl)-D-gluconate(212832-94-5)

Safety Data

• Hazardous Substances Data: 212832-94-5(Hazardous Substances Data)

Upstream product

• 52492-60-1 1,2:3,4:5,6-tri-O-isopropylidene-δ-gluconolactone 
• 90-80-2 D-Glucono-1,5-lactone 
• 100-39-0 benzyl bromide 
• 114743-85-0 methyl 3,4:5,6-di-O-isopropylidene-D-gluconate 

Downstream Products

• 639476-07-6 (2RS,4R,5S,6R,7R,8R)-N⁴-benzyl-N⁴-acetyl-1,5-bis(benzyloxy)-6,7:8,9-di-O-isopropylidenenonan-2-ol 
• 639476-08-7 (4R,5S,6R,7R,8R)-N⁴-benzyl-N⁴-acetyl-1,5-bis(benzyloxy)-6,7:8,9-di-O-isopropylidene-2-oxononane 
• 639476-10-1 N-benzyl-N-((2S,3R,5S,7R)-2-(benzyloxy)-5-((benzyloxy)methyl)-7-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-6,8-dioxabicyclo[3.2.1]octan-3-yl)acetamide 
• 639476-09-8 N-Benzyl-N-[(1R,2S,3R,5R,7R)-2-benzyloxy-5-benzyloxymethyl-7-((R)-1,2-dihydroxy-ethyl)-6,8-dioxa-bicyclo[3.2.1]oct-3-yl]-acetamide 
• 639476-06-5 (2RS,4R,5S,6R,7R,8R)-N⁴-benzyl-N⁴-acetyl-5-benzyloxy-6,7:8,9-di-O-isopropylidenenonane-1,2-diol 
• 639476-05-4 (4R,5S,6R,7R,8R)-N⁴-benzyl-N⁴-acetyl-5-benzyloxy-6,7:8,9-di-O-isopropylidene-1-nonene 
• 639476-04-3 (4R,5S,6R,7R,8R)-N⁴-benzyl-5-benzyloxy-6,7:8,9-di-O-isopropylidene-1-nonene 
• 639476-02-1 (R)-Benzyloxy-((4R,5S,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-acetaldehyde 
• 918949-29-8 acetic acid 5-acetoxy-1-benzyl-3-benzyloxy-2-oxo-piperidin-4-yl ester 
• 918949-27-6 1-benzyl-3-benzyloxy-4,5-dihydroxy-piperidin-2-one 
• 276238-73-4 2-O-benzyl-3,4:5,6-di-O-isopropylidene-D-glucitol 
• 261962-11-2 (R)-Benzyloxy-[(4S,5R)-5-((R)-1,2-dihydroxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetic acid methyl ester 

Relevant articles and documents

Synthesis of a New Stable Conformationally Constrained 2,7-Anhydrosialic Acid Derivative

A stereoseletive synthesis of 2,7-anhydrosialic acid derivative 18 was achieved from D-glucono-δ-lactone. A highly syn-selective addition of Grignard reagent to the N-benzylimine 8 served as a key step.

Reactivity and crystal structure of 1,2:3,4:5,6-Tri-O-isopropylidene-D-gluconolactone

1,2:3,4,5,6-Tri-O-isopropylidene-D-gluconate (1) undergoes the β-elimination reaction in the presence of LDA to afford 3-deoxy-1,2:5,6-di-O-isopropylidene-D-erythro-hex-3-enolactone (6). Attempts to prepare the phosphonate 4 by reaction of 1 with dimethyl