137963-56-5

Upstream product

• 22860-24-8 5-hydroxy-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4-diyl-dimethanesulfonate 
• 135840-23-2 (2R,3S)-2-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5-methyl-hex-5-en-3-ol 
• 114934-98-4 2,5-di-O-benzyl-1,6-bis-O-tert-butyldiphenylsilanyl-D-mannitol 
• 135840-26-5 (2R,4S,5R)-5-benzyloxy-6-(tert-butyldiphenylsilyl)oxy-4-methoxy-2-methyl-1-hexanol 
• 135840-25-4 (2R,3S)-2-O-benzyl-1-O-tert-butyldiphenylsilyl-3-O,5-dimethyl-5-hexene-1,2,3-triol 
• 122598-86-1 2-O-Benzyl-3-O-(tert-butyldiphenylsilyl)glyceraldehyde 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 137963-61-2 methyl 6-O-tert-butyldiphenylsilyl-2,3-di-O-methanesulfonyl-α-D-glucopyranoside 
• 137963-60-1 methyl 6-O-tert-butyldiphenylsilyl-4-O-methyl-α-D-erythro-hex-2-enopyranoside 
• 137963-59-8 (4S,5R)-6-(tert-butyldiphenylsilyl)oxy-4-methoxy-2-hexen-5-olide 
• 87316-20-9 methyl α-D-6-O-t-butyldiphenylsilyl-2,3-dideoxyhex-2-enoerythropyranoside 
• 137963-58-7 (4S,5R)-6-(tert-butyldiphenylsilyl)oxy-4-methoxy-5-hexanolide 
• 74-88-4 methyl iodide 

Relevant academic research and scientific papers

Unexpected stability of δ-lactones with axial substituents rather than equatorial ones. Conformational evaluation by molecular mechanics and molecular orbital calculations

A 1:1 mixture of the trisubstituted δ-lactones 5a and 5b was subjected to thermodynamically equilibrated conditions to give predominantly 5b with axial substituents rather than 5a with all equatorial ones, in contrast to the Prelog-Djerassi lactone derivatives 3a and 3b. Further surprisingly, it has been found that the disubstituted lactone 15 also adopts a half-chair conformation with axial substituents. The conformational analyses of these compounds by molecular mechanics and molecular orbital calculations have emphasized gauche effects and electrostatic interactions as a cause of the preference for axial conformers.

Stereocontrolled synthesis of C10-C22 fragment of the immunosuppressant FK 506. An occurrence of complementary stereoselectivity in the C15 ketone reduction

The stereoselective syntheses of the C10-C22 fragment 2a and its C15-epimer 2b of the immunosuppressant FK 506 1 have been carried out through convergent coupling of the sulfone 3, which could be constructed by highly stereocontrolled ester-enolate Claise

Unprecedented Stability of δ-Lactones with Axial Substituents rather than Equatorial ones; Comparison with the Prelog-Djerassi Lactone Derivative

A 1:1 mixture of the trisubstituted δ-lactones 11a and 11b was subjected to thermodynamically equilibrated conditions to give predominantly 11b with axial substituents rather than 11a with all equatorial ones, in contrast to the Prelog-Djerassi lactone derivatives 3a and 3b, and, further surprisingly, it has been found that the disubstituted lactone 10 also adopts a chair conformation with axial substituents.