96016-44-3Relevant academic research and scientific papers
ON THE SELECTIVITY OF DEPROTECTION OF BENZYL, MPM (4-METHOXYBENZYL)AND DMPM (3,4-DIMETHOXYBENZYL) PROTECTING GROUPS FOR HYDROXY FUNCTIONS
Horita, Kiyoshi,Yoshikoa, Tadao,Tanaka, Tatsuyoshi,Oikawa, Yuji,Yonemitsu, Osamu
, p. 3021 - 3028 (2007/10/02)
The 4-methoxybenzyl (MPM) protecting group for hydroxy functions is readily removed with DDQ in dichloromethane containing a small amount of water at room temperature.Under these neutral conditions, several other protecting and functional groups remained unchanged. 3,4-Dimethoxybenzyl (DMPM groups are more reactive than MPM groups with DDQ.The benzyl (Bn) protecting group was removed by catalitic hydrogenation over Raney nickel.Selective deprotection of DMPM, MPM and Bn groups is also presented.
HIGHLY STEREOSELECTIVE SYNTHESIS OF METHYNOLIDE, THE AGLYCONE OF THE 12-MEMBERED RING MACROLIDE METHYMYCIN, FROM D-GLUCOSE
Oikawa, Yuji,Tanaka, Tatsuyoshi,Yonemitsu, Osamu
, p. 3647 - 3650 (2007/10/02)
A highly stereoselective and efficient synthesis of methynolide, the aglycone of 12-membered macrolide methymycin, was achieved from of C1-C8 and C9-C13 segments synthesized from D-glucose by employing some stereoselective reactions and benzyl-type protec
DMPM (3,4-DIMETHOXYBENZYL) PROTECTING GROUP FOR HYDROXY FUNCTION MORE READILY REMOVABLE THAN MPM (P-METHOXYBENZYL) PROTECTING GROUP BY DDQ OXIDATION
Oikawa, Yuji,Tanaka, Tatsuyoshi,Horita, Kiyoshi,Yoshioka, Tadao,Yonemitsu, Osamu
, p. 5393 - 5396 (2007/10/02)
The DMPM (3,4-dimethoxybenzyl) protecting for hydroxy function was deprotected more readily than the MPM (p-methoxybenzyl) protection by DDQ oxidation under neutral conditions, and applied to the synthesis of some synthons to macrolide and polyether antib
