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Hydroxytrimethylstannane 三甲基氫氧化錫

規格: 98%
CAS: 56-24-6
產品編號: H15248
MDL: MFCD00013929
品牌: INFI

一種溫和的選擇性水解試劑

酯類化合物的水解在有機合成中至關重要，但常用的水解方法存在以下問題：1）其他酯基同時水解；2）化合物的立體中心消旋化；3）發生不必要的消除反應。而三甲基氫氧化錫(Me3SnOH)作為一種溫和的堿，可以實現化合物中酯基的選擇性水解。

該方法首次發現是Scripps研究所K. C. Nicolaou課題組在研究硫鏈蛋白(一種高度復雜的硫肽抗生素)過程中，中間體敏感不能耐受普通水解條件，而Me3SnOH以高產率實現了乙酸甲酯和異丙酯的選擇性水解[1]。自此他們課題組對Me3SnOH在酯水解應用中進行了深入的研究，實驗結果表明，Me3SnOH在溫和的進行酯基水解的同時，保護了在堿性條件下易消旋化的立體中心(如圖一)；除此之外底物存在甲酯、乙酯和異丙酯等多種酯基時，可以實現選擇性優先水解甲酯(如圖二)。

圖一：(R)-4-羥基苯甘氨酸衍生物的甲酯水解

圖二：選擇性酯水解

以上圖片均來自參考文獻

研峰科技擁有完整配套的研發生產設備，通過前期大量的工藝研究、公司規范有效的管控流程及智能管理系統，實現了三甲基氫氧化錫穩定量產，質量穩定，滿足客戶要求，還可以根據客戶的需要進行定制。詳細產品情況請致電客服人員（400-106-2016）進行咨詢。

參考文獻：Nicolaou, K.C., Estrada, A.A., Zak, M., Lee, S.H. and Safina, B.S. A Mild and Selective Method for the Hydrolysis of Esters with Trimethyltin Hydroxide. Angewandte Chemie International Edition, 2005, 44, 1378-1382.

Chemical NameTrimethyltinhydroxide
Synonym Hydroxytrimethylstannane Trimethylstannanol Stannane, hydroxytrimethyl- Trimethyl tin hydroxide Tin, hydroxytrimethyl- Trimethylstannyl hydroxide 三甲基氫氧化錫, 98% Hydroxytrimethyltin; Trimethylhydroxytin; Trimethylstannanol; Trimethylstannyl hydroxide Trimethyltin hydroxide Trimethylstannylhydroxid Trimethylzinnhydroxid Trimethylzinn-hydroxid Tin, trimethyl-, hydroxide Trimethylhydroxytin Hydroxytrimethyltin
MDL NumberMFCD00013929
CAS Number56-24-6
Chemical Name Translation三甲基氫氧化錫
Wiswesser Line NotationQ-SN-1&1&1
LabNetwork Molecule IDLN01301690
TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1800 ug/kg
TOXIC EFFECTS :
   Cardiac - pulse rate increase, without fall in BP
   Vascular - BP elevation not characterized in autonomic section
REFERENCE :
   JPETAB Journal of Pharmacology and Experimental Therapeutics.  (Williams &
   Wilkins Co., 428 E. Preston St., Baltimore, MD 21202)  V.1-    1909/10-
   Volume(issue)/page/year: 28,367,1926

RTECSWH8400000
Safety Statements
  • S60 This material and its container must be disposed of as hazardous waste 該物質及其容器必須作為危險廢物處置；
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免釋放到環境中，參考特別指示/安全收據說明書；
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接觸后，立即用大量水沖洗并征求醫生意見；
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 發生事故時或感覺不適時，立即求醫（可能時出示標簽）；
  • S27/28
    Packing GroupII
    UN Number UN3146
    Risk Statements
    • R26/27/28 Very toxic by inhalation, in contact with skin and if swallowed 吸入，皮膚接觸及吞食都有劇毒
    • R50/53
      Storage condition Moisture Sensitive
      Restrict 劇毒
    • {uni_hamburg} Short: III/5a
    • Title: Structure Data of Organic Crystals: C ... C 13
    • Author: Schudt, E.; Weitz, G.
    • Editor: Hellwege, K.-H.; Hellwege, A.M.
    • Source: Landolt-B?rnstein, New Series
    • Volume: III/5a
    • Year: 1971
    • ISBN: 3-540-05177-5
    • ISBN: 978-3-540-05177-0
    • Internet Resource: DOI:10.1007/b19970
    • RefComment: XXI, 736 pages, and VII, 890 pages. Hardcover
    • Abstract: Volume III/5 offers a compitation as complete as possible of the space groups and lattice con-stants of all crystals which have been studied by means of X-rays, neutron and electron diffraction.
      • 56-24-6 H15248 Hydroxytrimethylstannane 三甲基氫氧化錫
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      化學屬性

      Mol. Formula(CH3)3SnOH
      Mol. Weight181
      Melting Point114-118°
      TSCANo
      Flash Point26 ºC
      Boiling Point119 ºC
      Density1.0

      *以上化合物性質及應用等信息僅供參考