Synthesis of 24(28)-methylene-1α-hydroxyvitamin D_3, a novel vitamin D3 analogue

Wei Guo; Zhijie Fang; Hongliang Li; Yanan Liu

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Synthesis of 24(28)-methylene-1α-hydroxyvitamin D_3, a novel vitamin D3 analogue

机译：新型维生素D3类似物24（28）-亚甲基-1α-羟基维生素D_3的合成

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24(28)-Methylene-1α-hydroxyvitamin D_3 was synthesised in 13 steps from vitamin D_2. The key step of the synthesis involved the Wittig-Horner olefination of a nor-vitamin D_2 aldehyde with diethylphosphono-3-methyl-2-butanone. The resulting enone was followed by reduced methylenation, photoisomerisation and deprotection then gave the target compound.

机译：从维生素D_2经13个步骤合成了24（28）-亚甲基-1α-羟基维生素D_3。合成的关键步骤涉及去甲维生素D_2醛与二乙基膦酰基-3-甲基-2-丁酮的Wittig-Horner烯化反应。所得烯酮随后进行亚甲基化，光异构化和脱保护，然后得到目标化合物。

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《Journal of chemical research: reviews and research papers from all branches of chemistry》 |2014年第4期|共5页
作者
Wei Guo; Zhijie Fang; Hongliang Li; Yanan Liu;
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正文语种 eng
中图分类化学;
关键词
24(28)-methylene-la-hydroxyvitamin D_3; Wittig-Horner olefination; photoisomerisation; vitamin D_2;

机译：24（28）-亚甲基-la-羟基维生素D_3;Wittig-Horner烯化;光异构化;维生素D_2;

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1. Synthesis of 24(28)-methylene-1α-hydroxyvitamin D_3, a novel vitamin D3 analogue [J] . Wei Guo, Zhijie Fang, Hongliang Li, Journal of chemical research: reviews and research papers from all branches of chemistry . 2014,第4期

机译：新型维生素D3类似物24（28）-亚甲基-1α-羟基维生素D_3的合成
2. Rational Design, Synthesis, and Biological Activity of Novel Conformationally Restricted Vitamin D Analogues, (22R)- and (22S)-22-Ethyl-1,25-dihydroxy-23,24-didehydro-24a,24b-dihomo-20-epivitamin D_3 [J] . Hiroyuki Masuno, Keiko Yamamoto, Xinxiang Wang, Journal of Medicinal Chemistry . 2002,第9期

机译：新型构象受限的维生素D类似物（22R）-和（22S）-22-乙基-1,25-二羟基-23,24-二氢-24a，24b-二homo-20-表观维生素的合理设计，合成和生物活性D_3
3. Simultaneous quantification of vitamin D3, 25-hydroxyvitamin D3 and 24,25-dihydroxyvitamin D3 in human serum by LC-MS/MS [J] . BurildA., FrandsenH.L., JakobsenJ. Scandinavian journal of clinical and laboratory investigation. . 2014,第5期

机译：通过LC-MS / MS同时定量测定人血清中的维生素D3、25-羟基维生素D3和24,25-二羟基维生素D3
4. Bioavailability and bioactivity of vitamin D3 activecompounds - Which potency should be used for25-hydroxyvitamin D3? [C] . J. Jakobse International Symposium on Nutritional Aspects of Osteoporosis . 2007

机译：生物利用度和维生素D3活化化合物的生物活性 - 哪种效力应该用于25-羟基乙酰胺D3？
5. Functional studies of the human 25-hydroxyvitamin D3-24-hydroxylase, CYP24A1 [D] . Kaufmann, Martin John. 2010

机译：人类25-羟基维生素D3-24-羟化酶CYP24A1的功能研究
6. Serum 25-hydroxyvitamin D3 and 24R25-dihydroxyvitamin D3 concentrations in adult dogs are more substantially increased by oral supplementation of 25-hydroxyvitamin D3 than by vitamin D3 [O] . Lauren R. Young, Robert C. Backus -1

机译：口服补充25-羟基维生素D3所致的成年犬血清25-羟基维生素D3和24R25-二羟基维生素D3的浓度比维生素D3显着增加
7. Multiple Fluorometric Assay of Three Major Vitamin D3 Metabolites (25-Hydroxyvitamin D3, 24,25-Dihydroxyvitamin D3 and 1,25-Dihydroxyvitamin D3) in Plasma and Its Application to Clinical Studies. [O] . Xinxiang WANG, Masato SHIMIZU, Fujio NUMANO, 1997

机译：血浆中三种主要维生素D3代谢物（25-羟基vitamind3,24,25-二羟基苯胺D3和1,25-二羟基苯胺D3）的多重荧光测定及其在临床研究中的应用。

Synthesis of 24(28)-methylene-1α-hydroxyvitamin D_3, a novel vitamin D3 analogue

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