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【结 构 式】

【分子编号】25049

【品名】N-[2-(butyrylamino)-6-formyl-4-pteridinyl]butanamide

【CA登记号】

【 分 子 式 】C15H18N6O3

【 分 子 量 】330.34656

【元素组成】C 54.54% H 5.49% N 25.44% O 14.53%

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:(VI)

The synthetic scheme of tritiated MX-68 ia also presented in Scheme 22540503a. Treatment of compound (I) with triphenylphosphine, followed by Wittig reaction with 4-ethylbenzoic aldehyde (II) yields an olefin (III). To improve the solubility of (III) in routine organic solvents, the amino group of compound (III) is acylated with anhydride (IV) to give a lipophilic olefin (V). The olefin moiety is next oxidized by treatment of ozone to give an aldehyde (VI). Reduction of compound (VI) with NaBT4 is performed in isopropanol to give the corresponding tritiated alcohol (VII). The alohol (VII) is deacylated to yield acyl-free pteridine (VIII). The conversion of compound (VIII) to HBr salt, followed by bromination of alcohol with dibromotriphenylphosphorane, amination with compound (IX) and alkali hydrolysis produces [9-3H]-MX-68.

1 Matsuoka, H.; et al.; Synthesis of tritiated N-[4-(2, 4-diaminopteridine-6-methyl)-3,4-dihydro-2H-1, 4-benzothiazine-7-carbonyl]-L-homo glutamic acid (MX-68). J Label Compd Radiopharm 1997, 39, 5, 363.
2 Mihara, M.; Matsuoka, H.; The synthesis and biological evaluation of new methotrexate derivatives in rheumatoid arthritis. Drugs Fut 1998, 23, 9, 1015.
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) 11006 2-Amino-6-(bromomethyl)-4-pteridinylamine; 6-(Bromomethyl)-2,4-pteridinediamine 52853-40-4 C7H7BrN6 详情 详情
(II) 25045 4-ethylbenzaldehyde 4748-78-1 C9H10O 详情 详情
(III) 25046 6-(4-ethylstyryl)-2,4-pteridinediamine C16H16N6 详情 详情
(IV) 25047 butyric anhydride 106-31-0 C8H14O3 详情 详情
(V) 25048 N-[2-(butyrylamino)-6-(4-ethylstyryl)-4-pteridinyl]butanamide C24H28N6O2 详情 详情
(VI) 25049 N-[2-(butyrylamino)-6-formyl-4-pteridinyl]butanamide C15H18N6O3 详情 详情
(VII) 25050 N-[2-(butyrylamino)-6-(hydroxymethyl)-4-pteridinyl]butanamide C15H20N6O3 详情 详情
(VIII) 20068 (2,4-diamino-6-pteridinyl)methanol 945-24-4 C7H8N6O 详情 详情
(IX) 19823 dimethyl (2S)-2-[(3,4-dihydro-2H-1,4-benzothiazin-7-ylcarbonyl)amino]hexanedioate C17H22N2O5S 详情 详情
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