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【结 构 式】

【分子编号】52650

【品名】4-({bis[(phenylmethyl)oxy]phosphoryl}oxy)butanoic acid

【CA登记号】

【 分 子 式 】C18H21O6P

【 分 子 量 】364.334902

【元素组成】C 59.34% H 5.81% O 26.35% P 8.5%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(V)

The esterification of sodium 4-hydroxybutyrate (I) with 4-nitrobenzyl chloride (II) gives the corresponding ester (III), which is condensed with dibenzyl chlorophosphate (III) in pyridine, yielding the expected phosphoric ester (IV). The cleavage of the 4-nitrobenzyl ester of (IV) with Na2S or Zn/HCl affords the butyric acid derivative (V), which is condensed with SCH-56592 (VI) by means of DMAP and Ts-Cl to provide the corresponding ester (VII). Finally, the benzyl groups of the phosphate moiety of (VII) are cleaved by hydrogenation with H2 or HCOOH over Pd/C in THF, giving rise to the target SCH-59884.

1 Lee, G.M.; et al.; Synthesis of injectable antifungal Sch 59884. Org Process Res Dev 2001, 5, 6, 622.
2 Lee, G.M.; et al.; Synthesis of injectable antifungal Sch 59884. (Erratum). Org Process Res Dev 2002, 6, 1, 86.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 34856 sodium 4-hydroxybutanoate 502-85-2 C4H7NaO3 详情 详情
(II) 52647 (4-nitrophenyl)methyl 4-hydroxybutanoate C11H13NO5 详情 详情
(III) 52648 Chlorophosphoric acid dibenzyl ester; Dibenzylphosphoryl chloride 538-37-4 C14H14ClO3P 详情 详情
(IV) 52649 (4-nitrophenyl)methyl 4-({bis[(phenylmethyl)oxy]phosphoryl}oxy)butanoate C25H26NO8P 详情 详情
(V) 52650 4-({bis[(phenylmethyl)oxy]phosphoryl}oxy)butanoic acid C18H21O6P 详情 详情
(VI) 52651 1-(4-{4-[4-({[5-(2,4-difluorophenyl)-5-(1H-1,2,4-triazol-1-ylmethyl)tetrahydro-3-furanyl]methyl}oxy)phenyl]-1-piperazinyl}phenyl)-3-(1-ethyl-2-hydroxypropyl)-1,3-dihydro-2H-imidazol-2-one C38H43F2N7O4 详情 详情
(VII) 52652 2-[3-(4-{4-[4-({[5-(2,4-difluorophenyl)-5-(1H-1,2,4-triazol-1-ylmethyl)tetrahydro-3-furanyl]methyl}oxy)phenyl]-1-piperazinyl}phenyl)-2-oxo-2,3-dihydro-1H-imidazol-1-yl]-1-methylbutyl 4-({bis[(phenylmethyl)oxy]phosphoryl}oxy)butanoate C56H62F2N7O9P 详情 详情
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