220115-72-0

Usage

InChI:InChI=1/C20H30F2NO7P/c1-7-28-31(26,29-8-2)20(21,22)15-11-9-14(10-12-15)13-16(17(24)27-6)23-18(25)30-19(3,4)5/h9-12,16H,7-8,13H2,1-6H3,(H,23,25)

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 63167-69-1 methyl 2,3-O-isopropylidene-α-D-mannopyranoside 

Downstream Products

• 484000-91-1 methyl 6-O-(tert-butyldimethylsilyl)-4-O-(2-bromo-5-methoxybenzyl)-2,3-O-isopropylidene-α-D-mannopyranoside 
• 484000-92-2 [(3aS,4S,6R,7R,7aS)-7-(2-Bromo-4,5-dimethoxy-benzyloxy)-4-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethoxy]-tert-butyl-dimethyl-silane 
• 484000-90-0 methyl 6-O-(tert-butyldimethylsilyl)-4-O-(2-bromobenzyl)-2,3-O-isopropylidene-α-D-mannopyranoside 
• 1380778-47-1 C₁₇H₂₁N₃O₆ 
• 1380778-50-6 methyl 4-O-(2-azidobenzyl)-5-ethynyl-2,3-O-isopropylidene-α-D-mannopyranoside 
• 1380778-44-8 methyl 4-O-(2-azidobenzyl)-2,3-O-isopropylidene-α-D-mannopyranoside 
• 1380778-41-5 methyl 4-O-(2-azidobenzyl)-6-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-α-D-mannopyranoside 
• 484000-96-6 [(3aS,4S,6R,7R,7aS)-7-(2-Bromo-4,5-dimethoxy-benzyloxy)-4-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl]-methanol 
• 484000-95-5 (3aS,4S,6R,7R,7aS)-[7-(2-bromo-5-methoxybenzyloxy)-4-methoxy-2,2-dimethyltetrahydro-2H,4H-[1,3]dioxolo[4,5-c]pyran-6-yl]methanol 
• 484001-00-5 (3aS,4S,6S,7S,7aS)-7-(2-Bromo-4,5-dimethoxy-benzyloxy)-4-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-carbaldehyde 
• 484001-03-8 (3aS,4S,6R,7R,7aS)-7-(2-Bromo-5-methoxy-benzyloxy)-4-methoxy-2,2-dimethyl-6-vinyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran 
• 484000-99-9 (3aS,4S,6S,7S,7aS)-7-(2-Bromo-5-methoxy-benzyloxy)-4-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-carbaldehyde 
• 484000-94-4 (3aS,4S,6R,7R,7aS)-[7-(2-bromobenzyloxy)-4-methoxy-2,2-dimethyltetrahydro-2H,4H-[1,3]dioxolo[4,5-c]pyran-6-yl]methanol 
• 484001-02-7 (3aS,4S,6R,7R,7aS)-7-(2-Bromo-benzyloxy)-4-methoxy-2,2-dimethyl-6-vinyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran 

Relevant academic research and scientific papers

Palladium-catalyzed intramolecular C-O bond formation: An approach to the synthesis of chiral benzodioxocines

Palladium-catalyzed intramolecular aryl etherification using bulky binaphthylphosphane or bis(diphenylphosphanyl)ferrocene ligands is shown to be a convenient method for the synthesis of eight-membered oxygen heterocycles. Application of this methodology to a sugar derivative led to the synthesis of chiral benzodioxocine. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Synthesis of chiral trans-fused pyrano[3,2-c][2]benzoxocines from D-mannose by regioselective 8-endo-aryl radical cyclization

A simple chiral synthesis of trans-pyrano[3,2-c][2]benzoxocines 8a-d in good yields (60-75%) through regioselective 8-endo-trig aryl radical cyclization of the D-mannose derived enopyranosides 7a-d with Bu3SnH is described.

Preparation of cyclic peptide antifungal agents

The present invention provides phosphonylating agents and phosphonylation conditions that are compatible with the acid- and base-sensitive compounds and which promote a regioselective and reproducible conversion to a phosphonate compound. Also provided are intermediates that may be used to prepare phosphonate derivatives of cyclic peptides antifungal agent and a process for converting the phosphonates to the desired phosphonic acid prodrugs.