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【结 构 式】

【分子编号】41305

【品名】2-[3-(1-methoxy-1-methylethoxy)propyl]-2-propen-1-ol

【CA登记号】

【 分 子 式 】C10H20O3

【 分 子 量 】188.267

【元素组成】C 63.8% H 10.71% O 25.49%

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:(VI)

The reaction of 3-chloropropanol (I) with 2-methoxypropene (II) by means of PPTS gives the mixed ketal (III), which is condensed with diethyl malonate (IV) by means of sodium ethoxide in hot ethanol, affording the adduct (V). The reduction of (V) with NaH and Red-Al in refluxing toluene provides the allyl alcohol derivative (VI), which is submitted to an asymmetric epoxidation to give the epoxide (VII). The reaction of (VII) with octadecyl bromide (VIII) by means of NaH and tetrabutylammonium iodide (TBAI) yields the corresponding ether (IX), which by reaction with PPTS in HOAc is converted to the tetrahydrofuran-2-methanol derivative (X). Finally, this compound is condensed with POCl3, TEA, choline mesylate (XI) and DMAP in dichloromethane/pyridine to afford the target compound.

1 Lohmeyer, M.; Bittman, R.; Antitumor ether lipids and alkylphosphocholines. Drugs Fut 1994, 19, 11, 1021.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
41308 2-hydroxy-N,N,N-trimethyl-1-ethanaminium methanesulfonate C6H17NO4S 详情 详情
(I) 19490 3-chloro-1-propanol 627-30-5 C3H7ClO 详情 详情
(II) 17354 isopropenyl methyl ether; 2-methoxy-1-propene 116-11-0 C4H8O 详情 详情
(III) 41304 1-(3-chloropropoxy)-1-methylethyl methyl ether; 1-chloro-3-(1-methoxy-1-methylethoxy)propane C7H15ClO2 详情 详情
(IV) 16829 Diethyl malonate 105-53-3 C7H12O4 详情 详情
(V) 41309 diethyl 2-[3-(1-methoxy-1-methylethoxy)propyl]malonate C14H26O6 详情 详情
(VI) 41305 2-[3-(1-methoxy-1-methylethoxy)propyl]-2-propen-1-ol C10H20O3 详情 详情
(VII) 28797 1-bromooctadecane 112-89-0 C18H37Br 详情 详情
(VIII) 41306 [(2S)-2-[3-(1-methoxy-1-methylethoxy)propyl]oxiranyl]methyl octadecyl ether; (2S)-2-[3-(1-methoxy-1-methylethoxy)propyl]-2-[(octadecyloxy)methyl]oxirane C28H56O4 详情 详情
(IX) 41307 [(2S)-2-[(octadecyloxy)methyl]tetrahydro-2-furanyl]methanol C24H48O3 详情 详情
Extended Information