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Merck
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重要文件

550485

Sigma-Aldrich

3-氧代-1-环戊烷羧酸

97%

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About This Item

經驗公式(希爾表示法):
C6H8O3
CAS號碼:
分子量::
128.13
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

97%

mp

59-62 °C (lit.)

官能基

carboxylic acid
ketone

SMILES 字串

OC(=O)C1CCC(=O)C1

InChI

1S/C6H8O3/c7-5-2-1-4(3-5)6(8)9/h4H,1-3H2,(H,8,9)

InChI 密鑰

RDSNBKRWKBMPOP-UHFFFAOYSA-N

一般說明

3-Oxo-1-cyclopentanecarboxylic acid , also known as 3-oxocyclopentanecarboxylic acid, is a keto acid derivative. It undergoes Curtius rearrangement with diphenyl phosphoryl azide and triethylamine in tert-butanol to form the corresponding boc-protected 1-(3-oxo)urea derivative.

應用

使用细胞色素 P450 BM-3 突变体的研究生物羟基化反应的底物。
3-Oxo-1-cyclopentanecarboxylic acid may be used in the preparation of 3-hydroxycyclopentanecarboxylic acid via hydrogenation.

法律資訊

Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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分析證明 (COA)

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存取文件庫

Dieter F Münzer et al.
Chemical communications (Cambridge, England), (20), 2597-2599 (2005-05-19)
Substrate engineered, achiral carboxylic acid derivative was biohydroxylated with various mutants of cytochrome P450 BM-3 to give two out of the four possible diastereoisomers in high de and ee. The BM-3 mutants exhibit up to 9200 total turnovers for hydroxylation
Studies of Configuration. V. The Preparation and Configuration of cis-3-Methoxycyclopentanecarboxylic Acid.
Noyce D and Fessenden J.
The Journal of Organic Chemistry, 24(5), 715-717 (1959)
Boc-protected 1-(3-oxocycloalkyl) ureas via a one-step Curtius rearrangement: mechanism and scope.
Sun X, et al.
Tetrahedron Letters, 55(4), 842-844 (2014)

文章

Phase I biotransformation reactions introduce or expose functional groups on the drug with the goal of increasing the polarity of the compound. Although Phase I drug metabolism occurs in most tissues, the primary and first pass site of metabolism occurs during hepatic circulation.

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