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【结 构 式】

【分子编号】46810

【品名】(2R,3S,4S)-2-(hydroxymethyl)tetrahydro-3,4-furandiol

【CA登记号】

【 分 子 式 】C5H10O4

【 分 子 量 】134.132

【元素组成】C 44.77% H 7.51% O 47.71%

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:(I)

Demethylation of compound (XI) by means of BBr3 in refluxing dichloromethane gives 5-hydroxytetralinyl derivative (XII), which is then condensed with bromoacetic acid ethyl ester (XIII) by means of K2CO3 in DMF or acetonitrile to furnish (ethoxycarbonylmethoxy)tetraline derivative (XIV). Finally, the target product is obtained by saponification of the ethyl ester group of (XIV) by means of NaOH in 1,2-dimethoxyethane.

1 Wenzel, T.; Nair, V.; Self-complementary oligodeoxyribonucleotides incorporating L-related isodeoxynucleosides: Synthesis, physical characterization, enzymology, and CD studies. Bioconjugate Chem 1998, 9, 6, 683.
2 Nair, V.; Taktakishvili, M.; Pommier, Y.; Neamati, N.; Recognition and inhibition of HIV integrase by a novel dinucleotide. Bioorg Med Chem Lett 2000, 10, 3, 249.
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) 46810 (2R,3S,4S)-2-(hydroxymethyl)tetrahydro-3,4-furandiol C5H10O4 详情 详情
(II) 46811 (2R,3S,4S)-2-([[tert-butyl(diphenyl)silyl]oxy]methyl)tetrahydro-3,4-furandiol C21H28O4Si 详情 详情
(III) 46812 (2R,3R,4S)-2-([[tert-butyl(diphenyl)silyl]oxy]methyl)-4-[[methyl(dimethylene)-lambda(6)-sulfanyl]oxy]tetrahydro-3-furanol C24H34O4SSi 详情 详情
(IV) 46813 tert-butyl(diphenyl)silyl ((2R,3R,4S)-3-[[tert-butyl(diphenyl)silyl]oxy]-4-[[methyl(dimethylene)-lambda(6)-sulfanyl]oxy]tetrahydro-2-furanyl)methyl ether; tert-butyl[((2R,3R,4S)-2-([[tert-butyl(diphenyl)silyl]oxy]methyl)-4-[[methyl(dimethylene)-lambda(6)-sulfanyl]oxy]tetrahydro-3-furanyl)oxy]diphenylsilane C40H52O4SSi2 详情 详情
(V) 10343 9H-Purin-6-amine; 9H-Purin-6-ylamine; Adenine 73-24-5 C5H5N5 详情 详情
(VI) 46814 (2R,3S,4R)-4-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydro-3-furanol C10H13N5O3 详情 详情
(VII) 10463 Benzoyl chloride 98-88-4 C7H5ClO 详情 详情
(VIII) 46815 N-[9-[(3R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydro-3-furanyl]-9H-purin-6-yl]benzamide C17H17N5O4 详情 详情
(IX) 46816 N-[9-((3R,4S,5R)-5-[[bis(4-methoxyphenyl)(phenyl)methoxy]methyl]-4-hydroxytetrahydro-3-furanyl)-9H-purin-6-yl]benzamide C38H35N5O6 详情 详情
(X) 46817 sodium [((2R,3S,4R)-4-[6-(benzoylamino)-9H-purin-9-yl]-2-[[bis(4-methoxyphenyl)(phenyl)methoxy]methyl]tetrahydro-3-furanyl)oxy](2-chlorophenoxy)oxophosphoranolate C44H38ClN5NaO9P 详情 详情
(XI) 46818 (2R,3S,5R)-5-[4-(benzoylamino)-2-oxo-1(2H)-pyrimidinyl]-2-(hydroxymethyl)tetrahydro-3-furanyl acetate C18H19N3O6 详情 详情
(XII) 46819 (2R,3S,5R)-5-[4-(benzoylamino)-2-oxo-1(2H)-pyrimidinyl]-2-([[[((2R,3S,4R)-4-[6-(benzoylamino)-9H-purin-9-yl]-2-[[bis(4-methoxyphenyl)(phenyl)methoxy]methyl]tetrahydro-3-furanyl)oxy](2-chlorophenoxy)phosphoryl]oxy]methyl)tetrahydro-3-furanyl acetate C62H56ClN8O14P 详情 详情
(XIII) 46820 (2R,3S,5R)-5-[4-(benzoylamino)-2-oxo-1(2H)-pyrimidinyl]-2-([[[[(2R,3S,4R)-4-[6-(benzoylamino)-9H-purin-9-yl]-2-(hydroxymethyl)tetrahydro-3-furanyl]oxy](2-chlorophenoxy)phosphoryl]oxy]methyl)tetrahydro-3-furanyl acetate C41H38ClN8O12P 详情 详情
(XIV) 46821 cyanomethyl dihydrogen phosphate C2H4NO4P 详情 详情
Extended Information