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【结 构 式】

【分子编号】38379

【品名】dibenzyl 3,12-bis[2-(benzyloxy)-2-oxoethyl]-6-[2-(butyryloxy)ethyl]-9-(2-hydroxyethyl)-4,11-dioxo-3,6,9,12-tetraazatetradecane-1,14-dioate

【CA登记号】

【 分 子 式 】C50H60N4O13

【 分 子 量 】925.04556

【元素组成】C 64.92% H 6.54% N 6.06% O 22.48%

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:(V)

The condensation of 2-bromo-N,N-bis(benzyloxycarbonylmethyl)acetamide (I) with N,N'-bis(2-hydroxyethyl)ethylene-1,2-diamine (II) by means of TEA in DMF gives the corresponding bis-adduct (III). The monoacylation of (III) with butyryl chloride (IV) and DMAP in THF yields the monobutyrate (V), which is acylated with acetyl chloride (VI) and DMAP in THF affording the mixed diester monoacetate monobutyrate (VII). The deprotection of (VII) by hydrogenation with H2 over Pd/C in ethanol provides the tetraacetic acid (VIII), which is finally treated with gadolinium trichloride and NaOH to furnish the target compound.

1 Saab-Ismail, N.H.; et al.; Synthesis and in vivo evaluation of new contrast agents for cardiac MRI. J Med Chem 1999, 42, 15, 2852.
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) 38376 benzyl 2-[[2-(benzyloxy)-2-oxoethyl](2-bromoacetyl)amino]acetate C20H20BrNO5 详情 详情
(II) 38377 2-([2-[(2-hydroxyethyl)amino]ethyl]amino)-1-ethanol 4439-20-7 C6H16N2O2 详情 详情
(III) 38378 dibenzyl 3,12-bis[2-(benzyloxy)-2-oxoethyl]-6,9-bis(2-hydroxyethyl)-4,11-dioxo-3,6,9,12-tetraazatetradecane-1,14-dioate C46H54N4O12 详情 详情
(IV) 10792 Butanoyl chloride; Butyryl chloride 141-75-3 C4H7ClO 详情 详情
(V) 38379 dibenzyl 3,12-bis[2-(benzyloxy)-2-oxoethyl]-6-[2-(butyryloxy)ethyl]-9-(2-hydroxyethyl)-4,11-dioxo-3,6,9,12-tetraazatetradecane-1,14-dioate C50H60N4O13 详情 详情
(VI) 19273 acetyl chloride 75-36-5 C2H3ClO 详情 详情
(VII) 38380 dibenzyl 6-[2-(acetoxy)ethyl]-3,12-bis[2-(benzyloxy)-2-oxoethyl]-9-[2-(butyryloxy)ethyl]-4,11-dioxo-3,6,9,12-tetraazatetradecane-1,14-dioate C52H62N4O14 详情 详情
(VIII) 38381 6-[2-(acetoxy)ethyl]-9-[2-(butyryloxy)ethyl]-3,12-bis(carboxymethyl)-4,11-dioxo-3,6,9,12-tetraazatetradecane-1,14-dioic acid C24H38N4O14 详情 详情
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