pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene-25,26,27,28-tetrol -Drug Synthesis Database

【结构式】

【分子编号】47349

【品名】pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene-25,26,27,28-tetrol

【CA登记号】74568-07-3

【分子式】C₂₈H₂₄O₄

【分子量】424.49616

【元素组成】C 79.23% H 5.7% O 15.08%

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：(XXI)

Calix[4]arene (XXI) was alkylated with n-butyl bromide (XXII) and NaH to produce the tetrabutyl ether (XXIII). Formylation of (XXIII) with dichloromethyl methyl ether and TiCl4 yielded the aldehyde (XXIV), which was further oxidized to the tetracarboxylic acid (XXV) using sodium chlorite. Then, treatment of (XXV) with oxalyl chloride and DMF gave the corresponding acid chloride (XXVI).

参考文献中间体

合成目标

【1】 Lin, Q.; et al.; Protein surface recognition by synthetic receptors. NATO ASI Series. Series C: Mathematical and Physical Sciences 1999, 527, 197.
【2】 Park, H.S.; et al.; Protein surface recognition by synthetic receptors: A route to novel submicromolar inhibitors for alpha-chymotrypsin. J Am Chem Soc 1999, 121, 1, 8.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(XXI)	47349	pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene-25,26,27,28-tetrol	74568-07-3	C₂₈H₂₄O₄	详情	详情
(XXII)	28721	1-bromobutane	109-65-9	C₄H₉Br	详情	详情
(XXIII)	47350	butyl 26,27,28-tributoxypentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaen-25-yl ether; 25,26,27,28-tetrabutoxypentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene		C₄₄H₅₆O₄	详情	详情
(XXIV)	47351	25,26,27,28-tetrabutoxypentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene-5,11,17,23-tetracarbaldehyde		C₄₈H₅₆O₈	详情	详情
(XXV)	47352	25,26,27,28-tetrabutoxypentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene-5,11,17,23-tetracarboxylic acid		C₄₈H₅₆O₁₂	详情	详情
(XXVI)	47353	25,26,27,28-tetrabutoxypentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene-5,11,17,23-tetracarbonyl tetrachloride		C₄₈H₅₂Cl₄O₈	详情	详情

Extended Information