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Merck

449458

Sigma-Aldrich

(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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About This Item

线性分子式:
(CH3)3CSi(CH3)2OCH2CHO
分子量:
174.31
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

化驗

90%

折射率

n20/D 1.432 (lit.)

bp

165-167 °C (lit.)

密度

0.915 g/mL at 25 °C (lit.)

官能基

aldehyde

儲存溫度

2-8°C

SMILES 字串

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 密鑰

MEBFFOKESLAUSJ-UHFFFAOYSA-N

相关类别

應用

(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.

象形圖

FlameExclamation mark

訊號詞

Warning

危險分類

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

140.0 °F - closed cup

閃點(°C)

60 °C - closed cup

個人防護裝備

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Colobert, Francoise; et al.
European Journal of Organic Chemistry, 6, 1455-1467 (2006)
Total synthesis of the microtubule-stabilizing agent (−)-Laulimalide
Paterson I, et al.
Organic Letters, 3(20), 3149-3152 (2001)
Stereocontrolled total synthesis of (+)-leucascandrolide A.
Paterson I and Tudge M
Angewandte Chemie (International Edition in English), 115(3), 357-361 (2003)
Entry to Heterocycles Based on Indium-Catalyzed Conia-Ene Reactions: Asymmetric Synthesis of (−)-Salinosporamide A.
Takahashi K, et al.
Angewandte Chemie (International Edition in English), 47(33), 6244-6246 (2008)
Total synthesis of (+)-ambruticin.
Liu P and Jacobsen EN
Journal of the American Chemical Society, 123(43), 10772-10773 (2001)

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