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5-O-(叔丁基二苯基硅烷基)-1,2-O-异丙亚基-alpha-D-呋喃木糖 | 114861-14-2

中文名称
5-O-(叔丁基二苯基硅烷基)-1,2-O-异丙亚基-alpha-D-呋喃木糖
中文别名
——
英文名称
1,2-O-isopropylidene-5-O-(t-butyldiphenylsilyl)-α-D-xylofuranose
英文别名
alpha-D-Xylofuranose, 5-O-[(1,1-dimethylethyl)diphenylsilyl]-1,2-O-(1-methylethylidene)-;(3aR,5R,6S,6aR)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
5-O-(叔丁基二苯基硅烷基)-1,2-O-异丙亚基-alpha-D-呋喃木糖化学式
CAS
114861-14-2
化学式
C24H32O5Si
mdl
——
分子量
428.601
InChiKey
XJKAZNSYWAGYDQ-CIAFKFPVSA-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

物化性质

  • 沸点:
    495.5±45.0 °C(Predicted)
  • 密度:
    1.16±0.1 g/cm3(Predicted)

计算性质

  • 辛醇/水分配系数(LogP):
    2.8
  • 重原子数:
    30
  • 可旋转键数:
    6
  • 环数:
    4.0
  • sp3杂化的碳原子比例:
    0.5
  • 拓扑面积:
    57.2
  • 氢给体数:
    1
  • 氢受体数:
    5

安全信息

  • 危险性防范说明:
    P261,P280,P301+P312,P302+P352,P305+P351+P338
  • 危险性描述:
    H302,H315,H319,H335
  • 储存条件:
    室温

SDS

SDS:85027da3b8475fc57b88255f6c605016
查看

上下游信息

  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量
    —— 1,2-O-isopropylidene-5-O-tert-butyldiphenylsilyl-α-D-ribofuranose 190970-10-6 C24H32O5Si 428.601
    —— 3-deoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-1,2-O-(1-methylethylidene)-α-D-xylofuranose 106799-13-7 C24H32O4Si 412.601
    —— [(3aR,5S,6R,6aR)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]methanol 75772-03-1 C25H34O5Si 442.627
    —— [(3aR,5R,6S,6aR)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] trifluoromethanesulfonate 114861-16-4 C25H31F3O7SSi 560.664
    (3aR,5R,6aS)-5-{[((叔丁基二苯基甲硅烷基)氧基]甲基}-2,2-二甲基-四氢-2H-呋喃[2,3-d][1,3]二氧六-6-酮 (3aR,5R,6aS)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyldihydrofuro[2,3-d][1,3]dioxol-6(3aH)-one 75783-45-8 C24H30O5Si 426.585
    —— tert-Butyl-((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-diphenyl-silane 179236-11-4 C25H32O4Si 424.612
    —— 2,3-dideoxy-6-O-<(1,1-dimethylethyl)diphenylsilyl>3,5-O-(1-methylethylidene)-D-erythro-hexitol 114861-20-0 C25H36O4Si 428.644
    —— ((3aR,5S,6R,6aR)-6-Azido-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane 216976-56-6 C24H31N3O4Si 453.613
    —— <4S-(4β,6β)>-6-ethenyl-4-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-2,2-dimethyl-1,3-dioxane 114861-19-7 C25H34O3Si 410.629
    —— 2,3-dideoxy-6-O-<(1,1-dimethylethyl)diphenylsilyl>-3,5-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol 106799-14-8 C32H42O4Si 518.769
    • 1
    • 2

反应信息

  • 作为反应物:
    参考文献:
    名称:
    化学合成的寡核苷酸中C2'-氧化的无碱基位点的独立产生和表征
    摘要:
    内源性由于外源性因素而形成的无基础性病变具有致死性和致突变性。在有氧条件下从DNA中的C2'提取氢原子会产生氧化的无碱基损伤(C2-AP),以及其他形式的DNA损伤。C2-AP对DNA结构和功能的影响尚不清楚。报道了一种固相合成包含C2-AP损伤的寡核苷酸的方法。病变通过含邻位二醇的三醇的高碘酸盐氧化释放。通过与标准寡核苷酸合成和脱保护条件相容的亚磷酰胺引入三醇。紫外熔解研究表明,C2-AP病变对双链DNA热稳定性的影响与其他无碱基病变相似。在90°C下,哌啶可快速裂解C2-AP病变。t 1/2 = 3.3±0.2 h)。
    DOI:
    10.1021/jo049033d
  • 作为产物:
    参考文献:
    名称:
    SYNTHESIS OF NOVELD- ANDL-3′-DEOXY-3′-C-HYDROXYMETHYL NUCLEOSIDE WITH EXOCYCLIC METHYLENE AS POTENTIAL RIBONUCLEOTIDE REDUCTASE INHIBITOR
    摘要:
    D- and L-3'-Deoxy-3'-C-hydroxymethyl thymidine substituted with exocyclic methylene at 2'-position were synthesized, starting from D- and L-xylose as potential ribonucleotide reductase inhibitor, respectively, but they were found to be inactive against several tumor cell lines.
    DOI:
    10.1081/ncn-100002355
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文献信息

  • Facile Barton−McCombie Deoxygenation of Alcohols with Tetrabutylammonium Peroxydisulfate and Formate Ion
    作者:Hee Sock Park、Hee Yoon Lee、Yong Hae Kim
    DOI:10.1021/ol050886h
    日期:2005.7.1
    [reaction: see text]. A new method for efficient radical deoxygenation of alcohols is described for preparing bulk chemicals avoiding scale-up problems. Treatment of various thiocarbonyl derivatives with (Bu(4)N)(2)S(2)O(8) and HCO(2)Na in DMF afforded the corresponding deoxygenated products in excellent yields. The deoxygenation appears to be initiated by the transfer of a single electron to thiocarbonyl
    [反应:请参见文字]。描述了一种用于醇的有效自由基的新方法,用于制备散装化学品以避免规模扩大的问题。用(Bu(4)N)(2)S(2)O(8)和HCO(2)Na在DMF中处理各种代羰基衍生物以优异的收率提供了相应的产物。似乎是由单个电子从CO(2)(*)(-)而不是SO4(*)(-)转移到代羰基衍生物而引发的。
  • Diastereoselective deprotonative metalation of chiral ferrocene derived acetals and esters using mixed lithium–cadmium and lithium–zinc combinations
    作者:Gandrath Dayaker、Aare Sreeshailam、D. Venkata Ramana、Floris Chevallier、Thierry Roisnel、Shinsuke Komagawa、Ryo Takita、Masanobu Uchiyama、Palakodety Radha Krishna、Florence Mongin
    DOI:10.1016/j.tet.2014.02.010
    日期:2014.3
    derivative in 74% yield with 90% de (SP diastereoisomer) using the base generated from CdCl2 and Li(TMP) (3 equiv), and in 85% yield with 91% de (SP diastereoisomer) through a double asymmetric induction using a chiral lithium–zinc base generated from ZnCl2·TMEDA and lithium (R)-bis(1-phenylethyl)amide (4 equiv). In contrast, using a combination prepared from ZnCl2 and Li(TMP) (4 equiv) with the ferrocene carboxylate
    原位双属组合,尤其是由MCl 2(TMEDA)(M = Zn,Cd; TMEDA = N,N,N',N'-四甲基乙二胺)和Li(TMP)(3或4当量,TMP = 2筛选了(2,6,6-四甲基哌啶子基)具有手性基团的非对映选择性去质子化二茂铁的能力。使用由CdCl 2和Li(TMP)(3当量)生成的碱,由双丙酮d-葡萄糖生成的二茂铁羧酸盐以74%的产率提供90%的de(S P非对映异构体)相应的2-生物。收率91%de(S P非对映异构体)通过使用由ZnCl 2 ·TMEDA(R)-双(1-乙基)酰胺(4当量)生成的手性基双不对称诱导。相比之下,使用由ZnCl 2和Li(TMP)(4当量)制备的组合物与由6-(叔丁羰基基)-6--3- O-甲基-1,2- O-异亚丙基获得的二茂铁羧酸盐-α- d -glucofuranose导致ř P分离之后在57%衍生物的产率。在分离的S
  • [EN] CYCLIC DI-NUCLEOTIDE COMPOUNDS AND METHODS OF USE<br/>[FR] COMPOSÉS DI-NUCLÉOTIDES CYCLIQUES ET LEURS PROCÉDÉS D'UTILISATION
    申请人:IMMUNE SENSOR LLC
    公开号:WO2017161349A1
    公开(公告)日:2017-09-21
    Disclosed are cyclic-di-nucleotide cGAMP analogs, methods of synthesizing the compounds, pharmaceutical compositions comprising the compounds thereof, and use of compounds and compositions in medical therapy.
    揭示了环二核苷酸cGAMP类似物,合成这些化合物的方法,包括这些化合物的药物组合物,以及在医学治疗中使用这些化合物和组合物的用途。
  • Glycosamino Acids:  New Building Blocks for Combinatorial Synthesis
    作者:Jason P. McDevitt、Peter T. Lansbury
    DOI:10.1021/ja9525622
    日期:1996.4.24
    In order to produce inexpensive, chemically diverse carbohydrate building blocks more amenable for use in combinatorial organic synthesis, amine and carboxylic acid functional groups were incorporated into several monosaccharides. A series of 12 new glycosamino acids was prepared from commercially available starting materials. Conventional peptide synthesis solution coupling techniques were used to
    为了生产更适合用于组合有机合成的廉价、化学上多样化的碳水化合物结构单元,胺和羧酸官能团被加入到几种单糖中。一系列 12 种新的糖氨基酸是从市售的起始材料中制备的。传统的肽合成溶液偶联技术用于连接糖氨基酸,产生寡聚“糖苷”。最后,通过将糖氨基酸混合物偶联到刚性模板上产生糖苷库。
  • [EN] ECTONUCLEOTIDASE INHIBITORS AND METHODS OF USE THEREOF<br/>[FR] INHIBITEURS D'ÉCTONUCLÉOTIDASE ET LEURS MÉTHODES D'UTILISATION
    申请人:CALITHERA BIOSCIENCES INC
    公开号:WO2018119284A1
    公开(公告)日:2018-06-28
    The invention relates to novel heterocyclic compounds and pharmaceutical preparations thereof. The invention further relates to methods of treating or preventing cancer using the novel heterocyclic compounds of the invention.
    这项发明涉及新颖的杂环化合物及其制药制剂。该发明还涉及使用该发明的新颖杂环化合物治疗或预防癌症的方法。
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