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2,3E,Δ6,7E)-1-O-tert-butyldiphenylsilyl-3,7-dimethyl-octa-2,6-dien-1,8-diol | 117638-13-8

中文名称
——
中文别名
——
英文名称
2,3E,Δ6,7E)-1-O-tert-butyldiphenylsilyl-3,7-dimethyl-octa-2,6-dien-1,8-diol
英文别名
(2E,6E)-8-((tert-butyldiphenylsilyl)oxy)-2,6-dimethylocta-2,6-diene-1-ol;(2E,6E)-8-[(tert-butyldiphenylsilyl)oxy]-2,6-dimethylocta-2,6-dien-1-ol;(all-E)-HOGTBDPS;(2E,6E)-8-[tert-butyl(diphenyl)silyl]oxy-2,6-dimethylocta-2,6-dien-1-ol
(Δ<sup>2,3</sup>E,Δ<sup>6,7</sup>E)-1-O-tert-butyldiphenylsilyl-3,7-dimethyl-octa-2,6-dien-1,8-diol化学式
CAS
117638-13-8
化学式
C26H36O2Si
mdl
——
分子量
408.656
InChiKey
LVRWDKMTXAMPAH-ORUUGEQNSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    5.23
  • 重原子数:
    29
  • 可旋转键数:
    10
  • 环数:
    2.0
  • sp3杂化的碳原子比例:
    0.38
  • 拓扑面积:
    29.5
  • 氢给体数:
    1
  • 氢受体数:
    2

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

点击查看最新优质反应信息

文献信息

  • [EN] BIOSYNTHESIS OF CHEMICALLY DIVERSIFIED NON-NATURAL TERPENE PRODUCTS<br/>[FR] BIOSYNTHÈSE DE PRODUITS TERPÉNIQUES NON NATURELS DIVERSIFIÉS CHIMIQUEMENT
    申请人:UNIV MICHIGAN STATE
    公开号:WO2021092200A1
    公开(公告)日:2021-05-14
    The disclosure relates to compounds of the formulae (l)-(IV) and their use as substrates for making terpenoids. New substrates for terpene biosynthesis and methods for making new types of terpenes are described herein. Diterpenes occupy a unique molecular space with critical pharmaceutical applications over a diverse spectrum including anti-microbial, anti-cancer, immunomodulatory and psychoactive properties.
    该披露涉及公式(l)-(IV)的化合物及其用作合成萜类化合物的底物。本文描述了用于合成萜类化合物的新底物以及制备新类型萜类化合物的方法。二萜类化合物占据了一个独特的分子空间,在包括抗微生物、抗癌、免疫调节和精神活性等广泛领域具有关键的药用应用。
  • Exploiting the Synthetic Potential of Sesquiterpene Cyclases for Generating Unnatural Terpenoids
    作者:Clara Oberhauser、Vanessa Harms、Katja Seidel、Benjamin Schröder、Kimia Ekramzadeh、Sascha Beutel、Sven Winkler、Lukas Lauterbach、Jeroen S. Dickschat、Andreas Kirschning
    DOI:10.1002/anie.201805526
    日期:2018.9.3
    The substrate flexibility of eight purified sesquiterpene cyclases was evaluated using six new heteroatom‐modified farnesyl pyrophosphates, and the formation of six new heteroatom‐modified macrocyclic and tricyclic sesquiterpenoids is described. GC‐O analysis revealed that tricyclic tetrahydrofuran exhibits an ethereal, peppery, and camphor‐like olfactoric scent.
    使用六种新的杂原子修饰的法呢基焦磷酸酯评估了八种纯化的倍半萜环化酶的底物柔性,并描述了六种新的杂原子修饰的大环和三环倍半萜的形成。GC‐O分析表明,三环四氢呋喃具有醚味,胡椒味和樟脑味的嗅觉气味。
  • Stereoselective Synthesis of the S- and Y-Ring Systems Of Maitotoxin.
    作者:Tadashi NAKATA、Sumihiro NOMURA、Hiroko MATSUKURA
    DOI:10.1248/cpb.44.627
    日期:——
    The seven-membered S- and Y-ring systems of maitotoxin (1) were stereoselectively synthesized based on the rearrangement-ring expansion of the six-membered ethers having the mesylate group on the α-side chain.
    对 maitotoxin (1) 的七元 S-和 Y-环系统进行了立体选择性合成,基于带有甲基磺酸酯基团的 α-侧链的六元醚的重排-环扩展反应。
  • Alkene Substituents for Selective Activation of <i>endo</i>-Regioselective Polyepoxide Oxacyclizations
    作者:Fernando Bravo、Frank E. McDonald、Wade A. Neiwert、Kenneth I. Hardcastle
    DOI:10.1021/ol048212e
    日期:2004.11.1
    The presence of an alkenyl substituent on the terminal epoxide of a polyepoxide substrate enhances the yield of all-endo-regioselective tandem oxacyclization to trans-syn-trans-fused polycyclic ethers. For a substrate in which the epoxide and alkene functional groups are separated by two methylene substituents, a novel bromonium ion-induced endo-regioselective cyclization to bromooxepane is also described
    环氧化物底物的末端环氧化物上烯基取代基的存在提高了全内-区域-选择性串联氧杂环化成反式-顺式-反式-稠合的多环醚的产率。对于其中环氧基和链烯官能团被两个亚甲基取代基隔开的底物,还描述了一种新的溴离子诱导的内-区域选择性环化成氧杂环丁烷的方法。[反应:看文字]
  • Substrate specificities of E- and Z-farnesyl diphosphate synthases with substrate analogs
    作者:Masahiko Nagaki、Takumi Ichijo、Rikiya Kobashi、Yusuke Yagihashi、Tohru Musashi、Jun Kawakami、Norimasa Ohya、Takeshi Gotoh、Hiroshi Sagami
    DOI:10.1016/j.molcatb.2012.04.006
    日期:2012.8
    Prenyltransferases catalyzes the basic isoprenoid chain elongation to produce prenyl diphosphates, which led to upward of 30,000 diverse isoprenoids as steroids, carotenoids, natural rubbers, and prenyl proteins. Here, we determined the reactivities of E- and Z-farnesyl diphosphate synthases (E- and Z-FPP synthases) isolated from Bacillus stearothermophilus and Thermobifida fusca, respectively. For this purpose we use the synthetic substrate analogs, 8-tetrahydropyran-2-yloxy-, 8-hydroxy- and 8-acetoxygeranyl diphosphates. Z-FPP synthase catalyzed the reaction between 8-hydroxygeranyl diphosphate (HOGPP) and isopentenyl diphosphate (IPP), which produced (2Z)-12-hydroxyfarnesyl diphosphate (yield: 16.7%) and (2Z, 6Z)-16-hydroxygeranylgeranyl diphosphate (yield: 6.6%). Neither E- nor Z-farnesyl diphosphate synthases detectably catalyzed reactions between 8-tetrahydropyran-2-yloxygeranyl diphosphate (8-THPOGPP) and IPP. However, a mutated E-FPP synthase (Y81S), did catalyze this reaction, producing 12-tetrahydropyran-2-yloxyfarnesyl diphosphate (12-THPOFPP) with a yield of 12.3%. Wild-type E-FPP synthase catalyzed the reaction of 8-acetoxygeranyl diphosphate (8-AcOGPP) with IPP, which produced 12-acetoxyfarnesyl diphosphate (12-AcOFPP) (yield, 21.8%). Mutant E-FPP synthase catalyzed the reaction between 8-AcOGPP with IPP, producing 12-AcOFPP and 16-acetoxygeranylgeranyl diphosphate (16-AcOGGPP) with respective yields of 55.3% and 1.7%. We believe our results contribute to a better understanding of the catalytic properties of these key enzymes and illustrate their use in the stereospecific syntheses of compounds that may have significant biotechnological and medical applications. (C) 2012 Elsevier B.V. All rights reserved.
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