CAS: 204254-92-2; (3R,4R,5R)-Ethyl 4-Hydroxy-5-((Methylsulfonyl)Oxy)-3-(Pentan-3-Yloxy)Cyclohex-1-Enecarboxylate

该化合物是一个复杂的有机化合物,其特征是环己环状结构,有助于其独特的反应性和稳定性.一个碳oxy酸功能组的存在表明它在不同化学反应中具有潜在的酸性和再活动性,而乙酯的细胞表明它可以参与酯化和水解过程.氢氧化合物组提供氢联结场所,提高极溶溶剂的溶性.此外,甲基硫化物组引入了一种可影响化合物极地和生物活动的磺酸性功能.该化合物的立体化学学学,以3R,4R,5R)的配置为特征,提出了可能影响其与生物系统或其他化学实体相互作用的具体空间安排.

结构式图片

上下游产品

ethyl (3aR,7R,7aR)-2,2-dimethyl-7-methanesulfonyloxy-3a,6,7,7a-tetrahydrobenzo[1,3]dioxole-5-carboxylate ethyl (3aR,7R,7aR)-2,2-dimethyl-7-methanesulfonyloxy-3a,6,7,7a-tetrahydrobenzo[1,3]dioxole-5-carboxylate (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid ethyl ester (3aR,7R,7aS)-ethyl 2,2-diethyl-7-hydroxy-3a,6,7,7a-tetrahydrobenzo[d][1,3]dioxole-5-carboxylate (1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester

合成工艺路线路线简述

    📜莽草酸置于三乙基硅烷,氯化亚砜,四氯化钛,三乙胺,原甲酸三乙酯体系中,用 乙醇,二氯甲烷,醋酸异丙酯 用作溶剂,化学反应 12.5H,反应生成(3R,4R,5R)-3-(1-乙基丙氧基)-4-羟基-5-[(甲基磺酰基)氧基]-1-环己烯-1-羧酸乙酯
    参考文献:一种高纯度的奥司他韦磷酸盐的中间体5的结晶方法
    标题:一种高纯度的奥司他韦磷酸盐的中间体5的结晶方法
    摘要:本发明公开了一种高纯度的奥司他韦磷酸盐的中间体5的结晶方法,将5‑(戊烷‑3‑基氧基)‑7‑氧代‑双环[4.1.0]庚‑3‑烯‑3‑羧酸乙酯的萃取液经过浓缩析出晶体,然后将晶体直接投入由烷烃类溶剂与醇类溶剂组成的混合溶剂中,升温溶解,然后降温析晶,并过滤干燥.通过本发明的结晶方法,中间体5的纯度可以达到99.7%以上,完全满足制备奥司他韦磷酸盐的要求.

    海关参考信息

    专利信息


    专利号:US-6518438-B2
    优先权日:1996-08-23
    标题:Preparation of cyclohexene carboxylate derivatives
    发明人:KENT KENNETH M; KIM CHOUNG U; MCGEE LAWRENCE R; MUNGER JOHN D; PRISBE ERNEST J; POSTICH MICHAEL J; ROHLOFF JOHN C; KELLY DAPHNE E; WILLIAMS MATTHEW A; ZHANG LIJUN
    权利人:GILEAD SCIENCES INC
    摘要:The present invention provides new synthetic methods and compositions. In particular, new methods of preparing intermediates useful in the synthesis of neuraminidase inhibitors and compositions useful as intermediates that are themselves useful in the synthesis of neuraminidase inhibitors are provided.

    专利号:US-9150498-B2
    优先权日:2011-10-25
    标题:Process for the preparation of oseltamivir and methyl 3-epi-shikimate
    发明人:RAWAT VARUN; DEY SOUMEN; ARUMUGAM SUDALAI
    权利人:COUNCIL SCIENT IND RES
    摘要:The present invention discloses high yielding enantioselective process for synthesis of Oseltamivir from readily available starting material, cis-1,4-butene diol. The process features incorporation of chirality using sharpless asymmetric epoxidation (AE) and diastereoselective Barbier allylation and construction of cyclohexene carboxylic acid ester core through a ring closing metathesis (RCM) reaction. Further also disclosed herein is synthesis of (−)-methyl 3-epi-shikimate.

    专利号:US-7473798-B2
    优先权日:2005-12-28
    标题:Derivatives of unsaturated, cyclic organic acids
    发明人:GABEL RICHARD A; GROANING MICHAEL D; JOHNSTON DAVID A
    权利人:ROCHE PALO ALTO LLC
    摘要:The present invention relates to technology for preparing derivatives of unsaturated, cyclic, organic acids and salts, thereof. Shikimic acid is an example of such an acid. More particularly, the present invention relates to preparing derivatives of these acids or salts thereof that are esterified, ketalized, functionalized with a leaving group, and/or provided with epoxide functionality. Preferred aspects may be used in the synthesis of Oseltamivir Phosphate starting from shikimic acid.

    专利号:US-2004053999-A1
    优先权日:1997-09-17
    标题 :Novel compounds and methods for synthesis and therapy
    发明人:BISCHOFBERGER NORBERT W; DAHL TERRENCE C; HITCHCOCK MICHAEL J M; KIM CHOUNG U; LEW WILLARD; LIU HONGTAO; MILLS ROGER G; WILLIAMS MATTHEW A
    摘要:Novel compounds are described. The compounds generally comprise an acidic group, a basic group, a substituted amino or N-acyl and a group having an optionally hydroxylated alkane moiety. Pharmaceutical compositions comprising the inhibitors of the invention are also described. Methods of inhibiting neuraminidase in samples suspected of containing neuraminidase are also described. Antigenic materials, polymers, antibodies, conjugates of the compounds of the invention with labels, and assay methods for detecting neuraminidase activity are also described.

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    合成参考文献


    摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2008).
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