109065-80-7

Upstream product

• 102208-55-9 2,5-anhydro-3,4,6-tri-O-benzyl-D-mannitol 
• 68774-48-1 2,5-anhydro-1-O-trityl-D-mannitol 
• 41107-82-8 2,5-anhydro-D-mannitol 
• 583826-57-7 2-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-thiazole 
• 94273-27-5 2,5-anhydro-3,4,6-tris-O-(phenylmethyl)-D-mannose 
• 102208-53-7 (3R,4R,5R)-5-hydroxy-3,4,6-tribenzyloxy-1-hexene 

Downstream Products

• 102292-67-1 2,5-anhydro-3,4,6-tri-O-benzyl-1-deoxy-1-diethoxyphophinoyl-D-mannitol 
• 130465-01-9 ((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-hydroxymethyl-tetrahydro-furan-2-ylmethyl)-phosphonic acid diethyl ester 
• 130372-43-9 Acetic acid (2R,3R,4S,5S)-3,4-bis-benzyloxy-5-(diethoxy-phosphorylmethyl)-tetrahydro-furan-2-ylmethyl ester 
• 130466-42-1 2,5-anhydro-3,4-di-O-benzyl-1-deoxy-1-diethylphosphono-6-O-diphenylphosphono-D-mannitol 

Relevant academic research and scientific papers

A new synthetic approach to mycobacterial cell wall α-(1→5)-D-arabinofuranosyl C-oligosaccharides

Three designed arabinofuranose building blocks allowed the diastereoselective synthesis of a C-disaccharide and a C-trisaccharide by Wittig olefination. The latter compound represents the first example of all-carbon linked arabinofuranotriose analogue.

Stereospecific synthesis of 5-phospho-α-D-arabinosyl-C-phosphonophosphate (pACpp): A stable analogue of the putative mycobacterial cell wall biosynthetic intermediate 5-phospho-D-arabinosyl pyrophosphate (pApp)

The stereospecific synthesis of 5-phospho-α-D-arabinosyl-C-phosphonophosphate (pACpp) from D-glucosamine is described. This compound was evaluated for its ability to serve as a stable analogue of the putative mycobacterial cell wall biosynthetic intermediate 5-phospho-D-arabinosyl pyrophosphate (pApp). The phosphonophosphate proved incapable of interfering with formation of the mycobacterial arabinan precursor decaprenylphospho-arabinose (DpA) in vitro.

STEREOSELECTIVITY IN THE ELECTROPHILE-MEDIATED CYCLIZATION OF 2,3,5-TRI-O-BENZYL-1,2-DIDEOXY-D-arabino-HEX-1-ENITOL. A STEREOCONTROLLED SYNTHESIS OF 1-AMINO-2,5-ANHYDRO-3,4,6-TRI-O-BENZYL-1-DEOXY-D-GLUCITOL

Cyclization of 2,3,5-tri-O-benzyl-1,2-dideoxy-D-arabino-hex-1-enitol (2) with mercuric acetate, mercuric trifluoroacetate, iodine, and N-bromosuccinimide gave preponderantly the allo isomer of the C-arabinofuranosyl structure. 1-Amino-2,5-anhydro-3,4,6-tr

Stereoselectivity of Electrophile-Promoted Cyclizations of γ-Hydroxyalkenes. An Investigation of Carbohydrate-Derived and Model Substrates

We have investigated cyclization reactions of γ-hydroxyalkenes bearing an alkoxy or alkyl substituent on the allylic carbon.A variety of electrophiles N-bromosuccinimide, N-iodosuccinimide, iodine, mercury(II) acetate, mercury(II) trifluoroacetate, mercu