CAS: 60133-18-8; (1R,3S,Z)-5-(2-((1R,3As,7Ar,E)-1-((2R,5S,E)-6-Hydroxy-5,6-Dimethylhept-3-En-2-yl)-7A-Methyloctahydro-4H-Inden-4-Ylidene)Ethylidene)-4-Methylenecyclohexane-1,3-Diol

该化合物是维生素D3的生物活性衍生物,以其对的足部耐久性影响著称,它具有很高的生物利用率,并广泛用于维生素D缺乏症和相关条件的治疗. Ercalcitriol 被很好地教化,在纠正钙和磷代谢方面表现出极好的效果,使它成为宝贵的治疗选择.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

CAS号66774-71-8 Benzoic acid 7a... | CAS号68702-86-3 Benzoic acid 7a... | CAS号55812-82-3 7a-Methyl-1-(1,... | CAS号100858-26-2 帕立骨化醇中间体 | CAS号100858-20-6 (22R)-des-A,B-8...

合成工艺路线路线简述

    (24R,22E)-Des-A,B-8β-(Benzoyloxy)Ergost-22-Ene置于bis-Triphenylphosphine-Palladium(II) Chloride 吡啶,喹啉,甲醇,4-二甲氨基吡啶,Lindlar'S Catalyst,2,6-二叔丁基吡啶,Tmstf,Ion-Exchange Resin Ag 50W-X4,氢气,四氯化钛,臭氧,三乙胺,N,N-二异丙基乙胺,Lithium Diisopropyl Amide体系中,用 四氢呋喃,甲醇,异辛烷,正己烷,二氯甲烷 作为反应溶剂,化学反应 81.09H,反应生成 25-二羟基维生素d2
    参考文献:Studies On The Opening Of Dioxanone And Acetal Templates And Application To The Synthesis Of 1.Alpha.,25-Dihydroxyvitamin D2
    标题:Studies On The Opening Of Dioxanone And Acetal Templates And Application To The Synthesis Of 1.Alpha.,25-Dihydroxyvitamin D2
    摘要:The Lewis-Acid-Mediated Nucleophilic Substitution Of Dioxanone And Acetal Templates For The Construction Of 25-Hydroxylated Side Chains Of Vitamin D2 Metabolites And Analogs Has Been Studied. As An Application A Highly Stereoselective Synthesis Of 1Alpha,25-Dihydroxyvitamin D2 By The Dienyne Route Is Described.
    DOI:10.1021/jo00053A024

    海关参考信息

    专利信息


    专利号:US-4226770-A
    优先权日:1978-02-10
    标题:Synthesis of steroids
    发明人:KAISER EMIL T
    权利人:KAISER EMIL T
    摘要:The synthesis of 1α,25-dihydroxycholesterol, 1α,25-dihydroxy-7-dehydrocholesterol and 1α,25-dihydroxycholecalciferol and other sterol derivatives from bile acids. Also the synthesis of 3,6-diketo steroids useful in the production of 1α,25-dihydroxycholesterol and other sterols which are biologically active or can be converted to biologically active sterols. The invention involves the sterols so produced and the processes by which they are prepared.

    专利号:US-6844461-B2
    优先权日:2001-07-30
    标 题:Synthesis of A-ring synthon of 19-NOR-1α,25-dihydroxyvitamin D3 from (D)-glucose
    发明人:DELUCA HECTOR F; SHIMIZU MASATO; YAMADA SACHIKO
    权利人:WISCONSIN ALUMNI RES FOUND
    摘要:The present invention provides a method for the synthesis of an A-ring synthon phosphine oxide used in the preparation of 19-nor vitamin D compounds, and to novel synthetic intermediates formed during the synthesis. The new method prepares the phosphine oxide from (D)-glucose.

    专利号:US-5089647-A
    优先权日:1989-03-09
    标题:Method for preparing intermediates for the synthesis of steroid side chains in optically active form
    发明人:DELUCA HECTOR F; SCHNOES HEINRICH K; PERLMAN KATO L
    权利人:WISCONSIN ALUMNI RES FOUND
    摘要:This invention provides a novel method for the preparation of optically active arylalykylsulfone derivatives, having a chiral center in the alkyl moiety in either the (R)- or the (S)-configuration. These optically active sulfones find use in the stereospecific synthesis of steroid or vitamin D compounds having chiral center at either carbon 24 or carbon 25 of the side chain. The method comprises the steps of reacting an optically active sulfinate ester having a chiral center at sulfur with a racemic alkyl Grignard reagent to obtain a mixture of diastereomeric sulfoxides, separating the mixture of diastereomeric sulfoxides, and oxidizing separately each of the diastereomers to obtain the desired optically active sulfone.

    专利号:WO-2025108575-A1
    优先权日:2023-11-21
    标 题:Methods of selective deprotection and synthesis of transhydrindane- skeleton-based compounds
    发明人:HUBER FLORIAN MAURITIUS ERASMUS
    权利人:ROCHE DIAGNOSTICS GMBH
    摘要:The present invention relates to methods of selectively deprotecting a transhydrindane-skeleton-based compound comprising at least two different silyl ether groups. The present invention further relates to methods of synthesizing a Vitamin D molecule and to Vitamin D molecules obtainable by such processes. Furthermore, the present invention relates to a compound according to formula (I) comprising two different silyl ether groups, its use in the synthesis of Vitamin D molecules and to methods of producing such a compound.

    专利号:EP-1735276-B1
    优先权日:2004-04-02
    标题:Novel method for the preparation of intermediates useful for the synthesis of vitamin d analogues
    发明人:HANSEN ERIK TORNGAARD; SABROE THOMAS PETER; CALVERLEY MARTIN JOHN; PEDERSEN HENRIK; DEUSSEN HEINZ-JOSEF WILHELM
    权利人:LEO PHARMA AS
    摘要:The present invention relates to novel methods for the preparation of intermediates which are useful in the synthesis of cacipotriol. The present invention relates further to the use of intermediates produced with said methods for making calcipotriol or calcipotriol monohydrate.

    专利号:US-5087709-A
    优先权日:1988-04-11
    标 题 :Process for the preparation of 1α,25-dihydroxyvitamin D2 and the 24-epimer thereof
    发明人:TSUJI MASAHIRO; YOKOYAMA SHINJI; TACHIBANA YOJI
    权利人:NISSHIN FLOUR MILLING CO
    摘要:(22E)-5,7,22-Ergostatriene-1α,3β,25-triol and the 24-epimer thereof which are new intermediates for the synthesis of 1α,25-dihydroxyvitamin D 2 and the 24-epimer thereof. A new process for the preparation of 1α,25-dihydroxyvitamin D 2 and the 24-epimer thereof is also described which comprises irradiation of (22E)-5,7,22-ergostatriene-1α,3β,25-triol or the 24-epimer thereof followed by isomerization.
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    主要参考文献


    1: Fang H, Yu S, Cheng Q, Cheng X, Han J, Qin X, Xia L, Jiang X, Qiu L. Determination of 1,25-dihydroxyvitamin D2 and 1,25-dihydroxyvitamin D3 in human serum using liquid chromatography with tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Aug 1;1027:19-26. doi: 10.1016/j.jchromb.2016.04.034. Epub 2016 May 12. doi: 10.1007/978-1-4939-3182-8_31. doi: 10.1016/j.jchromb.2014.01.045. Epub 2014 Feb 4.
    4: Lawrence JA, Akman SA, Melin SA, Case LD, Schwartz GG. Oral paricalcitol (19-nor-1,25-dihydroxyvitamin D2) in women receiving chemotherapy for metastatic breast cancer: a feasibility trial. Cancer Biol Ther. 2013 Jun;14(6):476-80. doi: 10.4161/cbt.24350.
    5: Biancuzzo RM, Clarke N, Reitz RE, Travison TG, Holick MF. Serum concentrations of 1,25-dihydroxyvitamin D2 and 1,25-dihydroxyvitamin D3 in response to vitamin D2 and vitamin D3 supplementation. J Clin Endocrinol Metab. 2013 Mar;98(3):973-9. doi: 10.1210/jc.2012-2114. Epub 2013 Feb 5.

    合成参考文献


    参考文献:10.1007/bf00174460
    摘要:Sasaki J, Miyazaki A, Saito M, Adachi T, Mizoue K, Hanada K, Omura S. Transformation of vitamin D3 to 1 alpha,25-dihydroxyvitamin D3 via 25-hydroxyvitamin D3 using Amycolata sp. strains. Appl Microbiol Biotechnol. 1992 Nov;38(2):152–7. doi: 10.1007/bf00174460.
    参考文献:10.1007/978-1-4757-2861-3_9
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