(1R)-2-[12-[(2R)-2-hydroxypropyl]-2,4,6,7,9,11-hexamethoxy-3,10-dioxo-3,10-dihydro-1-perylenyl]-1-methylethyl benzoate -Drug Synthesis Database

【结构式】

【分子编号】35436

【品名】(1R)-2-[12-[(2R)-2-hydroxypropyl]-2,4,6,7,9,11-hexamethoxy-3,10-dioxo-3,10-dihydro-1-perylenyl]-1-methylethyl benzoate

【CA登记号】

【分子式】C₃₉H₃₈O₁₁

【分子量】682.72412

【元素组成】C 68.61% H 5.61% O 25.78%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(XIII)

Compound (XII) is selectively debenzoylated with sodium methoxide in methanol yielding the monobenzoyl ester (XIII). The acylation of (XIII) with phosgene, triethylamine and monoacetyl hydroquinone (XIV) affords the carbonate ester (XV), which is selectively demethylated with MgI2 and deacetylated with NaHCO3 to afford the target Calpostin C.

参考文献中间体

合成目标

【1】 Merlic, C.A.; et al.; Total synthesis of the calphostins: Application of fischer carbene complexes and thermodynamic control of atropisomers. J Org Chem 2001, 66, 4, 1297.
【2】 Merlic, C.A.; et al.; Carbene complexes in the synthesis of complex natural products: Total synthesis of the calphostins. J Am Chem Soc 2000, 122, 13, 3224.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XII)	35435	(1R)-2-[12-[(2R)-2-(benzoyloxy)propyl]-2,4,6,7,9,11-hexamethoxy-3,10-dioxo-3,10-dihydro-1-perylenyl]-1-methylethyl benzoate	C₄₆H₄₂O₁₂	详情	详情
(XIII)	35436	(1R)-2-[12-[(2R)-2-hydroxypropyl]-2,4,6,7,9,11-hexamethoxy-3,10-dioxo-3,10-dihydro-1-perylenyl]-1-methylethyl benzoate	C₃₉H₃₈O₁₁	详情	详情
(XIV)	35437	4-hydroxyphenyl acetate	C₈H₈O₃	详情	详情
(XV)	35438	(1R)-2-[12-[(2R)-2-([[4-(acetoxy)phenoxy]carbonyl]oxy)propyl]-2,4,6,7,9,11-hexamethoxy-3,10-dioxo-3,10-dihydro-1-perylenyl]-1-methylethyl benzoate	C₄₈H₄₄O₁₅	详情	详情

合成路线2

该中间体在本合成路线中的序号：(XIII)

Compound (XII) is selectively debenzoylated with sodium methoxide in methanol yielding the monobenzoyl ester (XIII). Finally, this compound is selectively demethylated with MgI2 to afford the target Calpostin B.

参考文献中间体

合成目标

【1】 Merlic, C.A.; et al.; Total synthesis of the calphostins: Application of fischer carbene complexes and thermodynamic control of atropisomers. J Org Chem 2001, 66, 4, 1297.
【2】 Merlic, C.A.; et al.; Carbene complexes in the synthesis of complex natural products: Total synthesis of the calphostins. J Am Chem Soc 2000, 122, 13, 3224.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(XII)	35435	(1R)-2-[12-[(2R)-2-(benzoyloxy)propyl]-2,4,6,7,9,11-hexamethoxy-3,10-dioxo-3,10-dihydro-1-perylenyl]-1-methylethyl benzoate		C₄₆H₄₂O₁₂	详情	详情
(XIII)	35436	(1R)-2-[12-[(2R)-2-hydroxypropyl]-2,4,6,7,9,11-hexamethoxy-3,10-dioxo-3,10-dihydro-1-perylenyl]-1-methylethyl benzoate		C₃₉H₃₈O₁₁	详情	详情

Extended Information