Synthesis of a carbon-14 labeled 1-(indole-6-carbonyl-D-phenylglycinyl)-4-(1-methylpiperidin-4-YL)piperazine-[carbonyl-14C], LY517717-[14C] a factor Xa inhibitor

被引：10

作者：

Kuo, FJ ^{[1
]}

Clodfelter, DK ^{[1
]}

Priest, TR ^{[1
]}

Kau, DLK ^{[1
]}

机构：

[1] Eli Lilly & Co, Lilly Corp Ctr, Lilly Res Labs, Indianapolis, IN 46285 USA

来源：

JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 2004年 / 47卷 / 09期

关键词：

factor Xa; D-phenylglycine-[C-14] synthesis; LY517717-[C-14;

D O I：

10.1002/jlcr.847

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

Human Factor Xa is a trypsin-like serine protease, which serves a critical role in blood coagulation events. LY517717 is currently under clinical investigation as a Factor Xa inhibitor. To support the ADME studies, LY517717 was synthesized using D-phenylglycine with a carbon-14 labeled carboxyl moiety. This key component, D-phenylglycine-[carboxyl-C-14], was synthesized by a Strecker synthesis on benzaldehyde with potassium [C-14]cyanide, followed by a resolution of DL-phenyl-glycine methyl ester-[carbonyl-C-14] with (+)-tartaric acid in the presence of benzaldehyde. Copyright (C) 2004 John Wiley Sons, Ltd.

引用

页码：599 / 608

页数：10

共 26 条

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[23] Synthesis of C-14 and C-13, H-2-labeled IKK inhibitor:: [14C] and [13C4,D3]-N-(6-chloro-7-methoxy-9H-pyrido[3,4-b]indol-8-yl)-2-methyl-3-pyridinecarboxamide
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[25] Evaluation of accelerator mass spectrometry in a human mass balance and pharmacokinetic study-experience with 14C-labeled (R)-6-[amino(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-4-(3-chlorophenyl)-1-methyl-2(1H)-quinolinone (R115777), a farnesyl transferase inhibitor
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[26] SYNTHESIS OF [CARBONYL-C-14)-LABELED AND (METHOXY-D3)-LABELED N-[(2RS,3RS)-1-BENZYL-2-METHYL-3-PYRROLIDINYL]-5-CHLORO-2-METHOXY-4-(METHYLAMINO)BENZAMIDE (YM-09151-2) - A NEW POTENT NEUROLEPTIC AGENT
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