• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】51425

【品名】[(1R,5S)-6,6-dimethyl-4-oxobicyclo[3.1.1]hept-2-en-2-yl]methyl pivalate

【CA登记号】

【 分 子 式 】C15H22O3

【 分 子 量 】250.33788

【元素组成】C 71.97% H 8.86% O 19.17%

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)

The intermediate 4-hydroxy-myrtenyl pivalate (XIII) has been obtained as follows: The reaction of (1R,5S)-myrtenol (XV) with pivaloyl chloride (XVI) and pyridine in dichloromethane gives the pivalate ester (XVII), which by an allylic oxidation with CrO3 and 3,5-dimethylpyrazole in dichloromethane yields 4-oxo-myrtenyl pivalate (XVIII). Finally, this compound is reduced with LiAlH(OBu)3 in THF to afford the target 4-hydroxy-myrtenyl pivalate (XIII) intermediate.

1 Huffman, J.W.; Liddle, J.; Enantioselective synthesis of 11-hydroxy-(1'S,2'R)-dimethylheptyl-DELTA8-THC, a very potent CB1 agonist. Tetrahedron 2001, 57, 36, 7607.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XIII) 24407 [(1R,5S)-4-hydroxy-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl pivalate C15H24O3 详情 详情
(XV) 51423 [(1R,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methanol C10H16O 详情 详情
(XVI) 13597 2,2-Dimethylpropanoyl chloride; Pivaloyl chloride 3282-30-2 C5H9ClO 详情 详情
(XVII) 51424 [(1R,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl pivalate C15H24O2 详情 详情
(XVIII) 51425 [(1R,5S)-6,6-dimethyl-4-oxobicyclo[3.1.1]hept-2-en-2-yl]methyl pivalate C15H22O3 详情 详情
Extended Information