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(3S,1'S)-3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-5-[(1-phenylethyl)amino]-5-oxopentanoic acid, methyl ester | 121331-23-5

中文名称
——
中文别名
——
英文名称
(3S,1'S)-3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-5-[(1-phenylethyl)amino]-5-oxopentanoic acid, methyl ester
英文别名
methyl (3S)-3-[tert-butyl(dimethyl)silyl]oxy-5-oxo-5-[[(1S)-1-phenylethyl]amino]pentanoate
(3S,1'S)-3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-5-[(1-phenylethyl)amino]-5-oxopentanoic acid, methyl ester化学式
CAS
121331-23-5
化学式
C20H33NO4Si
mdl
——
分子量
379.572
InChiKey
PIYZLGUBQZBFHX-RDJZCZTQSA-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):
    4.21
  • 重原子数:
    26
  • 可旋转键数:
    10
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.6
  • 拓扑面积:
    64.6
  • 氢给体数:
    1
  • 氢受体数:
    4

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

反应信息

点击查看最新优质反应信息

文献信息

  • Process for preparing a keto-phosphonate intermediate useful in
    申请人:E. R. Squibb & Sons, Inc.
    公开号:US04804770A1
    公开(公告)日:1989-02-14
    A process is provided for preparing the keto-phosphonate ##STR1## in enantiomerically homogeneous form, by reacting the anhydride ##STR2## with S-.alpha.-methylbenzylamine to effect diastereoselective opening of the anhydride to give a mixture of amides ##STR3## separating the amides, for example, by frictional crystallization, and converting the desired amide IVA (which is obtained in high yield from the anhydride) to enantiomerically homogeneous ketophosphonate in high yield and on a large scale. The so-formed ketophosphonate is useful in the synthesis of compactin as well as 7-substituted-(3,5-dihydroxy)-hept-6-enoic and -heptanoic acid HMG-CoA reductase inhibitors.
    提供了一种制备酮磷酸酯##STR1##的过程,以对映异构体均一形式存在,通过将酐##STR2##与S-.alpha.-甲基苄胺反应,实现选择性开环酐生成一种酰胺混合物##STR3##,通过分离酰胺,例如通过摩擦结晶,将从酐中高产率获得的所需酰胺 IVA 转化为对映异构体均一的酮磷酸酯,产率高且规模大。这样形成的酮磷酸酯在紧凑素合成中以及7-取代-(3,5-二羟基)-庚-6-烯酸和-庚酸 HMG-CoA 还原酶抑制剂的合成中具有用途。
  • A silicon controlled total synthesis of the antifungal agent (+)-preussin
    作者:Rekha Verma、Sunil K. Ghosh
    DOI:10.1039/a703387g
    日期:——
    A stereoselective total synthesis of (+)-preussin has been achieved from a meso anhydride featuring a dimethyl(phenyl)silyl group as a masked hydroxy group which also restricts elimination reactions, stereodirects hydrogenation and ester enolate alkylation, and facilitates Curtius reaction.
    以二甲基(苯基)硅基作为遮蔽羟基的介酸酐实现了 (+)-preussin 的立体选择性全合成,该羟基还限制了消除反应、立体定向氢化和酯烯醇烷基化,并促进了 Curtius 反应。
  • KARANEWSKY, DONALD S.
    作者:KARANEWSKY, DONALD S.
    DOI:——
    日期:——
  • KARENEWSKY, DONALD S.;MALLEY, MARY F.;GOUGOUTAS, JACK Z., J. ORG. CHEM., 36,(1991) N1, C. 3744-3747
    作者:KARENEWSKY, DONALD S.、MALLEY, MARY F.、GOUGOUTAS, JACK Z.
    DOI:——
    日期:——
  • Desymmetrization of prochiral anhydrides with Evans’ oxazolidinones: an efficient route to homochiral glutaric and adipic acid derivatives
    作者:Rekha Verma、Seturam Mithran、Sunil K. Ghosh
    DOI:10.1039/a808838a
    日期:——
    The prochiral recognition between enantiotopic carbonyl groups in the reaction of 3-substituted glutaric and 3,4-disubstituted adipic anhydrides with anions of Evans’ oxazolidinones has been investigated. Each of the σ-symmetric anhydrides provided a diastereoisomeric mixture of half-acids which were separated either by fractional crystallization or by column chromatography of their esters. The diastereoselectivity of the desymmetrization reaction is dependent on the substituents present in the anhydrides.
    研究了Evans的噁唑烷酮阴离子与3-取代戊二酸酐及3,4-二取代己二酸酐反应中对映异位羰基之间的前手性识别。每个σ对称酸酐提供了半酸的非对映异构体混合物,它们通过分步结晶或其酯的柱色谱法分离。这种脱对称反应的非对映选择性取决于酸酐中存在的取代基。
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