【结 构 式】 |
【分子编号】61242 【品名】(3R)-3-[(2,3,4,5,6-pentafluorophenoxy)carbonyl]heptanoic acid 【CA登记号】 |
【 分 子 式 】C14H13F5O4 【 分 子 量 】340.246836 【元素组成】C 49.42% H 3.85% F 27.92% O 18.81% |
合成路线1
该中间体在本合成路线中的序号:(IV)The title compound has been prepared by solid phase synthesis. Attachment of (R)-2-butylsuccinic acid 1-fluorenylmethyl ester (I) to ArgoGel resin under Mitsunobu conditions affords the succinate-bound resin (II). Subsequent deprotection with piperidine in DMF leads to the acid-resin (III), which is further activated as the pentafluorophenyl ester (IV) upon treatment with pentafluorophenyl trifluoroacetate. Coupling of active ester (IV) with L-proline tert-butyl ester (V) furnishes amide (VI). Finally, cleavage of the resin by means of hydroxylamine in aqueous dioxane provides the target hydroxamic acid.
【1】 Jacobs, J.W.; Yuan, Z.; Ni, Z.-J.; Jain, R.; Patel, D.; Novel succinate cpds., compsns. and methods of use and preparation. US 2002115863 . |
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) | 61240 | (3R)-3-[(9H-fluoren-9-ylmethoxy)carbonyl]heptanoic acid | C22H24O4 | 详情 | 详情 | |
(II) | 61240 | (3R)-3-[(9H-fluoren-9-ylmethoxy)carbonyl]heptanoic acid | C22H24O4 | 详情 | 详情 | |
(III) | 61241 | (2R)-2-butylbutanedioic acid | C8H14O4 | 详情 | 详情 | |
(IV) | 61242 | (3R)-3-[(2,3,4,5,6-pentafluorophenoxy)carbonyl]heptanoic acid | C14H13F5O4 | 详情 | 详情 | |
(V) | 19832 | tert-butyl (2S)-2-pyrrolidinecarboxylate | C9H17NO2 | 详情 | 详情 | |
(VI) | 61243 | C18H31NO5 | 详情 | 详情 |