144699-09-2

Upstream product

• 101906-40-5 methyl (3S,4S,5S)-3,5-bis(tert-butyldimethylsilyloxy)-4-phenoxythiocarbonyloxycyclohex-1-enecarboxylate 
• 40983-58-2 methyl shikimate 
• 138-59-0 shikimic acid 
• 101906-39-2 Methyl (3R,4R,5R)-3,5-Bis<(tert-butyl)dimethylsilyloxy>-4-hydroxycyclohex-1-ene-1-carboxylate 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 144717-32-8 (R)-6-{(1R,3aR,7aR)-4-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enylethynyl]-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-1-yl}-2-methyl-heptan-2-ol 
• 144699-06-9 (1R,3S)-5-[(Z)-2-[(1R,3aR,7aR)-1-((1R)-5-hydroxy-1,5-dimethylhexyl)-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl]ethenyl]cyclohex-4-ene-1,3-diol 
• 144699-08-1 3,5-di[(tert-butyldimethylsilyl)oxy]-1-ethynylcyclohex-1-ene 
• 232952-15-7 (3S,5S)-3,5-bis(tert-butyldimethylsilyloxy)cyclohex-1-enecarboxylic acid 
• 232952-09-9 4-deoxyshikimic acid 
• 232952-08-8 4-deoxy-3-dehydroshikimic acid 
• 144699-11-6 (3S,5S)-3,5-bis(tert-butyldimethylsilyloxy)cyclohex-1-enecarbaldehyde 
• 144699-10-5 (3S,5S)-3,5-bis(tert-butyldimethylsilyloxy)-1-hydroxymethylcyclohex-1-ene 

Relevant academic research and scientific papers

Synthesis of 1α,25-Dihydroxy-19-norprevitamin D3

We describe a convergent synthesis of 1α,25-dihydroxy-19-norprevitamin D3 (3), an analogue of the hormone 1α,25-dihydroxyvitamin D3 (1c), that is locked into the previtamin form.

Synthesis of 4-deoxyquinic, 4-deoxyshikimic and 4-deoxy-3dehydroshikimic acids

The synthesis of 4-deoxyquinic acid (Ib) from (-)-quinic acid (la) and 4-deoxyshikimic acid (4b) from shikimic acid (4a) respectively are described. 4-Deoxyshikimic acid (4b) was converted enzymatically into 4-deoxy-3-dehydroshikimic acid (3b) using shiki