75837-45-5

Upstream product

• 75837-44-4 methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-C-methyl-α-D-altropyranoside 
• 2880-96-8 methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside 
• 19465-06-6 methyl 4,6-O-benzylidene-2-deoxy-2-C-methyl-α-D-altropyranoside 
• 100-44-7 benzyl chloride 
• 19465-06-6 methyl 4,6-O-benzylidene-2-deoxy-2-C-methyl-α-D-altro-pyranoside 
• 100-39-0 benzyl bromide 
• 68907-47-1 methyl 4,6-O-benzylidene-2-deoxy-2-C-methyl-α-D-altro-pyranoside 
• 75837-44-4 (4aR,6S,7S,8S,8aS)-8-Benzyloxy-6-methoxy-7-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 
• 109958-35-2 (2R,4aR,6S,7S,8S,8aS)-8-Benzyloxy-6-methoxy-7-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 

Downstream Products

• 109914-91-2 methyl 3-O-benzyl-2-deoxy-2-C-methyl-6-O-trityl-α-D-altropyranoside 
• 259258-15-6 (2S,3S,4S,5S,6S)-4-Benzyloxy-2-iodomethyl-6-methoxy-5-methyl-tetrahydro-pyran-3-ol 
• 73679-58-0 methyl 2,3,4-trideoxy-2,4-di-C-methyl-6-O-(triphenylmethyl)-α-D-arabino-hexopyranoside 
• 79646-63-2 methyl 2,3,4-trideoxy-2,3-di-C-methyl-6-O-trityl-α-D-ribo-hexopyranoside 
• 109914-95-6 methyl 3-O-benzyl-2,4-dideoxy-6-O-(diphenyl-t-butylsilyl)-2-C-methyl-4-C-methylene-α-D-arabino-hexopyranoside 
• 109914-93-4 methyl 3-O-benzyl-2-deoxy-6-O-(diphenyl-t-butylsilyl)-2-C-methyl-α-D-arabino-hexapyranosid-4-ulose 
• 109914-96-7 methyl 3-O-benzyl-2,4-dideoxy-2-C-methyl-4-C-methylene-6-O-trityl-α-D-arabino-hexopyranoside 
• 109914-92-3 methyl 3-O-benzyl-2-deoxy-2-C-methyl-6-O-trityl-α-D-arabino-hexapyranosid-4-ulose 
• 109914-99-0 (2S,3R,5S,6S)-2-Methoxy-3,5-dimethyl-6-trityloxymethyl-tetrahydro-pyran-4-ol 
• 109914-99-0 methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-idopyranoside 
• 109915-00-6 methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-altropyranoside 
• 109915-02-8 methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-lyxopyranosid-3-ulose 
• 109915-01-7 methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-arabino-hexopyranosid-3-ulose 
• 109914-94-5 O-(diphenyl-t-butylsilyl)-2-C-methyl-α-D-idopyranoside 

Relevant academic research and scientific papers

Stereocontrolled synthesis of the JKLM ring fragment of ciguatoxin

A highly stereocontrolled synthesis of the JKLM ring fragment of ciguatoxin has been achieved. The present synthesis starts with methyl 4,6-O- benzylidene-2-deoxy-2-C-methyl-α-D-altropyranoside, whose configurations and substituents at C2-C5 correspond to those at C46-C49 of ciguatoxin, and involves as the key step base-induced 7-endo selective cyclization of a hydroxy epoxide for the efficient construction of the fully substituted oxepane ring K. Construction of the spiroether ring M was achieved by introduction of an allyl group to the ring L lactone followed by asymmetric dihydroxylation to install the C54 stereogenic center and acid-induced spiroketalization to furnish the protected KLM ring system. Finally, ring J was constructed by the method of Nicolaou to complete the synthesis of the JKLM ring fragment. The synthesis of a carboxylic acid derivative and its conjugation to carrier proteins to give an artificial antigen for development of an immunoassay system for the parent toxin molecule are also reported.

Synthetic Studies toward Ciguatoxin. Stereocontrolled Construction of the KLM Ring Fragment

The first stereoselective synthesis of the KLM ring fragment of ciguatoxin is reported including as a key step 7-endo selective cyclization of epoxy alcohol to construct a fully substituted oxepane ring (12 -> 13).

An Approach to the Total Synthesis of the Prelog-Djerassi Lactone

An approach to the synthesis of the Prelog-Djerassi lactone using D-glucose as a starting material is described.The use of Swern oxidation provides an efficient means of preparing carbohydrate ketones.An unusual departure from the normal reaction pathway

Chiral Synthons for the Total Synthesis of Macrolide Antibiotics

All the methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-dimethyl-t-butylsilyl-α-D-hexopyranosides, chiral intermediates in the total synthesis of many biologically important natural products have been prepared.