1-iodo-3-methoxypropane; 3-iodopropyl methyl ether -Drug Synthesis Database

【结构式】

【分子编号】23299

【品名】1-iodo-3-methoxypropane; 3-iodopropyl methyl ether

【CA登记号】

【分子式】C₄H₉IO

【分子量】200.01933

【元素组成】C 24.02% H 4.54% I 63.45% O 8%

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：(XVIII)

Stereoselective hydrogenation of the methylene double bond of (XV) in the presence of a ruthenium chiral catalyst produced the (2R)-methyl compound (XVI). Further hydrogenolysis of the benzyl ether of (XVI) over Pd/C gave phenol (XVII), which was alkylated with 3-methoxypropyl iodide (XVIII) and NaH in DMF to yield ether (XIX). Finally, acid hydrolysis of the N-Boc protecting group of (XIX) furnished the title compound.

参考文献中间体

合成目标

【1】 Rasetti, V.; Wood, J.; Grütter, M.; Maibaum, J.; Goeschke, R.; Cohen, N.C.; Fuhrer, W.; Rahuel, J.; Stutz, S.; Novel 2,7-dialkyl substituted 5(S)-amino-4(S)-hydr. 15th European Federation for Medicinal Chemistry International Symposium on Medicinal Chemistry (Sept 6 1998, Edinburgh) 1998, Abst P.229.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XV)	23296	tert-butyl (1S,2S)-1-[(2S)-2-[3-(benzyloxy)-4-methoxybenzyl]-3-methylbutyl]-4-[(butylamino)carbonyl]-2-hydroxy-4-pentenylcarbamate	C₃₅H₅₂N₂O₆	详情	详情
(XVI)	23297	tert-butyl (1S,2S,4R)-1-[(2S)-2-[3-(benzyloxy)-4-methoxybenzyl]-3-methylbutyl]-5-(butylamino)-2-hydroxy-4-methyl-5-oxopentylcarbamate	C₃₅H₅₄N₂O₆	详情	详情
(XVII)	23298	tert-butyl (1S,2S,4R)-5-(butylamino)-2-hydroxy-1-[(2S)-2-(3-hydroxy-4-methoxybenzyl)-3-methylbutyl]-4-methyl-5-oxopentylcarbamate	C₂₈H₄₈N₂O₆	详情	详情
(XVIII)	23299	1-iodo-3-methoxypropane; 3-iodopropyl methyl ether	C₄H₉IO	详情	详情
(XIX)	23300	tert-butyl (1S,2S,4R)-5-(butylamino)-2-hydroxy-1-[(2S)-2-[4-methoxy-3-(3-methoxypropoxy)benzyl]-3-methylbutyl]-4-methyl-5-oxopentylcarbamate	C₃₂H₅₆N₂O₇	详情	详情

Extended Information