449458
(叔丁基二甲基硅氧基)乙醛
90%
别名:
(tert-Butyldimethylsiloxy)acetaldehyde, 2-(tert-Butyldimethylsilyloxy)acetaldehyde, 2-[(tert-Butyl)dimethylsiloxy]acetaldehyde, 2-[(tert-Butyldimethylsilanyl)oxy]acetaldehyde, 2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]acetaldehyde, Dimethyl-tert-butylsilyloxyacetaldehyde
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所有图片(3)
About This Item
线性分子式:
(CH3)3CSi(CH3)2OCH2CHO
CAS号:
分子量:
174.31
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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方案
90%
折射率
n20/D 1.432 (lit.)
沸点
165-167 °C (lit.)
密度
0.915 g/mL at 25 °C (lit.)
官能团
aldehyde
储存温度
2-8°C
SMILES字符串
CC(C)(C)[Si](C)(C)OCC=O
InChI
1S/C8H18O2Si/c1-8(2,3)11(4,5)10-7-6-9/h6H,7H2,1-5H3
InChI key
MEBFFOKESLAUSJ-UHFFFAOYSA-N
相关类别
应用
(tert-Butyldimethylsilyloxy)acetaldehyde is a versatile reagent commonly used in synthetic glycobiology. It can act both as an aldol donor and an aldol acceptor in the stereocontrolled production of erythrose. It is used as an important reagent in the total synthesis of (+)-ambruticin, (−)-laulimalide, (−)-salinosporamide A, and (+)-leucascandrolide A.
Employed in the construction of the key tetrahydropyran subunit in a recent synthesis of the marine natural product (–)-dactylodide.
警示用语：
Warning
危险分类
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
储存分类代码
3 - Flammable liquids
WGK
WGK 3
闪点(°F)
140.0 °F - closed cup
闪点(°C)
60 °C - closed cup
个人防护装备
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
新产品
历史批次信息供参考:
分析证书(COA)
Lot/Batch Number
Colobert, Francoise; et al.
European Journal of Organic Chemistry, 6, 1455-1467 (2006)
Synthesis and Biological Evaluation of the Trifluoromethyl Analog of (4S)-4, 5-Dihydroxy-2, 3-pentanedione (DPD).
Frezza M, et al.
European Journal of Organic Chemistry, 20, 4731-4736 (2006)
Total synthesis of (+)-ambruticin.
Liu P and Jacobsen EN
Journal of the American Chemical Society, 123(43), 10772-10773 (2001)
Total synthesis of the microtubule-stabilizing agent (−)-Laulimalide
Paterson I, et al.
Organic Letters, 3(20), 3149-3152 (2001)
Hisatoshi Uehara et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(48), 20672-20677 (2010-07-20)
Given the significance of carbohydrates in life, medicine, and industry, the development of simple and efficient de novo methods to synthesize carbohydrates are highly desirable. Organocatalytic asymmetric assembly reactions are powerful tools to rapidly construct molecules with stereochemical complexity from
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