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【结 构 式】

【分子编号】11841

【品名】sodium 2-[(8-hydroxyoctanoyl)(methyl)amino]-1-ethanesulfonate

【CA登记号】

【 分 子 式 】C11H22NNaO5S

【 分 子 量 】303.355188

【元素组成】C 43.55% H 7.31% N 4.62% Na 7.58% O 26.37% S 10.57%

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:(XXII)

6) The title product [14C]-labeled at C8 of the suberic acid moiety is synthesized starting from 7-bromoheptanoic acid (XVII), which is reduced with borane/dimethylsulfide complex in THF to 7-bromoheptanol (XVIII). The protection of (XVIII) with dihydropyran and p-toluenesulfonic acid affords the tetrahydropyranyl ether (XIX), which is condensed with [14C]-sodium cyanide to give 8-(tetrahydropyranyloxy)octanenitrile (XX). The hydrolysis of (XX) with 6N NaOH yields the corresponding protected acid (XXI), which is condensed with N-methyltaurine sodium salt (III) by means of carbonyldiimidazole (CDI) and deprotected in acidic medium to afford [1-14C]-8-hydroxy-N-methyl-N-(2-sulfoethyl)octanamide sodium salt (XXII). The oxidation of (XXII) with KMnO4 in water gives [8-14C]-8-oxo-8-[N-(2-sulfoethyl)-N-methylamino]octanoic acid (XXIII), which is finally condensed with methylprednisolone 21-O-mesylate (IX) in the usual way.

1 Stolle, W.T.; Runge, T.A.; Hsi, R.S.P.; Synthesis of carbon-14 and tritium labeled methylprednisolone suleptanate. J Label Compd Radiopharm 1990, 28, 255-80.
2 Graul, A.; Leeson, J.; Castaner, J.; Methylprednisolone Suleptanate. Drugs Fut 1997, 22, 8, 833.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(III) 11822 7-[N-Methyl-N-(2-sulfoethyl)carbamoyl]heptanoic acid disodium salt C11H19NNaO6S 详情 详情
(IX) 11828 2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl methanesulfonate C23H32O7S 详情 详情
(XVII) 11836 7-Bromoheptanoic acid 30515-28-7 C7H13BrO2 详情 详情
(XVIII) 11837 7-Bromo-1-heptanol 10160-24-4 C7H15BrO 详情 详情
(XIX) 11838 1-Bromo-8-tetrahydropyranyloxyoctane; 8-Bromooctyl tetrahydro-2H-pyran-2-yl ether; 2-[(8-Bromooctyl)oxy]tetrahydro-2H-pyran 50816-20-1 C13H25BrO2 详情 详情
(XX) 11839 9-(Tetrahydro-2H-pyran-2-yloxy)nonanenitrile C14H25NO2 详情 详情
(XX) 45089 9-(tetrahydro-2H-pyran-2-yloxy)nonanenitrile C14H25NO2 详情 详情
(XXI) 11840 9-(Tetrahydro-2H-pyran-2-yloxy)nonanoic acid C14H26O4 详情 详情
(XXI) 45090 9-(tetrahydro-2H-pyran-2-yloxy)nonanoic acid C14H26O4 详情 详情
(XXII) 11841 sodium 2-[(8-hydroxyoctanoyl)(methyl)amino]-1-ethanesulfonate C11H22NNaO5S 详情 详情
(XXII) 45091 sodium 2-[(8-hydroxyoctanoyl)(methyl)amino]-1-ethanesulfonate C11H22NNaO5S 详情 详情
(XXIII) 11842 sodium 2-[(7-carboxyheptanoyl)(methyl)amino]-1-ethanesulfonate C11H20NNaO6S 详情 详情
(XXIII) 45092 sodium 2-[(7-carboxyheptanoyl)(methyl)amino]-1-ethanesulfonate C11H20NNaO6S 详情 详情
Extended Information