所有图片(2)
别名:
(1S)-7,7-二甲基-2-氧代二环[2.2.1]庚烷-1-甲酸
经验公式（希尔记法）:
C10H14O3
CAS号:
分子量:
182.22
Beilstein:
4180005
MDL编号:
UNSPSC代码:
12352115
PubChem化学物质编号:
NACRES:
NA.22
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检测方案
99%
旋光性
[α]23/D +58°, c = 1 in chloroform
mp
237-239 °C (lit.)
SMILES字符串
CC1(C)C2CCC1(C(O)=O)C(=O)C2
InChI
1S/C10H14O3/c1-9(2)6-3-4-10(9,8(12)13)7(11)5-6/h6H,3-5H2,1-2H3,(H,12,13)/t6-,10+/m1/s1
InChI key
WDODWBQJVMBHCO-LDWIPMOCSA-N
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一般描述
(1S)-(+)-Ketopinic acid is a chiral ketone.
应用
用于制备新型手性噁唑烷酮辅助剂和酮基蒎酸衍生聚合物，该聚合物可用于胺的去外消旋化。合成纯手性 2,10-莰烷二醇的原料。用于生成手性席夫碱前体，以制备二乙基 (S)-α-氨基-α-烷基膦酸酯。
(1S)-(+)-Ketopinic acid may be used to prepare:
- Chiral phosphine-oxazoline ligands, which can used in asymmetric palladium-catalyzed Heck reaction of aryl or alkenyl triflates with cyclic alkenes.
- A chiral imino-phosphine ligand, which can be used in palladium-catalyzed asymmetric Diels–Alder reactions to prepare six-membered carbocycles.
- A chiral iminopyridine ligand, which can be used in copper-catalyzed Henry (nitro aldol) reaction between nitromethane and o-anisol to form the corresponding β-hydroxynitroalkane.
警示用语：
Warning
危险声明
危险分类
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
WGK
WGK 3
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
Calmes, M. et al.
Tetrahedron Asymmetry, 5, 817-817 (1994)
Chiral P, N-ligands based on ketopinic acid in the asymmetric Heck reaction.
Gilbertson SR and Fu Z.
Organic Letters, 3(2), 161-164 (2001)
Palladium-catalyzed asymmetric Diels-Alder reactions with novel chiral imino-phosphine ligands.
Hiroi K and Watanabe K.
Tetrahedron Asymmetry, 12(22), 3067-3071 (2001)
M. Ferrari et al.
Synthetic Communications, 22, 107-107 (1992)
Deng, J. et al.
Synthesis, 963-963 (1991)
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