方案
96%
折射率
n20/D 1.433 (lit.)
沸点
143-145 °C (lit.)
密度
0.894 g/mL at 25 °C (lit.)
官能团
ketone
SMILES字符串
CC1(C)CCCC1=O
InChI
1S/C7H12O/c1-7(2)5-3-4-6(7)8/h3-5H2,1-2H3
InChI key
FTGZMZBYOHMEPS-UHFFFAOYSA-N
一般描述
2,2-Dimethylcyclopentanone is a ketone. Synthesis of various C-2 substituted vitamin D derivatives with a 2,2-dimethylcyclopentanone unit in side chains has been reported. Regioselective synthesis of 2,2-dimethylcyclopentanone, via its enolate precursor regioselectively obtained using the 2-pyrrolidone magnesium salt, has been reported.
应用
2,2-Dimethylcyclopentanone enolate may be used as starting reagent in the enantioselective synthesis of chiral phosphines belonging to the P-aryl-2-phosphabicyclo[3.3.0]octane family (PBO). It may be used in the synthesis of:
- 2,6,6-trimethyl-2-azaspiro[4.4]nonane-1,3-dione, a spirosuccinimide moiety of asperparaline A
- novel spiropentanopyrrolizidine oxime alkaloids, namely 2′,3′,5′,6′,7′,7a′-hexahydro-2,2-dimethylspirocyclopentane-1
- δ,δ-dimethyl-δ-valerolactone, via Baeyer-Villiger oxidation
Edwin Vedejs et al.
Journal of the American Chemical Society, 125(14), 4166-4173 (2003-04-03)
A new class of chiral phosphines belonging to the P-aryl-2-phosphabicyclo[3.3.0]octane family (PBO) has been prepared by enantioselective synthesis starting from lactate esters and 2,2-dimethylcyclopentanone enolate 5. A selective enolate alkylation method has been developed for preparation of 9 and 10
Synthesis of catalpalactone.
Lane KJ and Pinder AR.
The Journal of Organic Chemistry, 47(16), 3171-3172 (1982)
S Tanimori et al.
Bioscience, biotechnology, and biochemistry, 64(8), 1758-1760 (2000-09-19)
2,6,6-Trimethyl-2-azaspiro[4.4]nonane-1,3-dione (9), a spirosuccinimide moiety of asperparaline A (1), was synthesized by starting from 2,2-dimethylcyclopentanone (4) via trinitrile 6 in five steps in a moderate yield. This conversion establishes a model study for synthesis of the spirosuccinimide moiety of asperparaline
Hiroshi Saito et al.
The Journal of steroid biochemistry and molecular biology, 136, 3-8 (2013-02-19)
Up to the present, numerous vitamin D derivatives have been synthesized, but most of them have straight side chains, and there are few publications described about in vitro and in vivo evaluations on bone by vitamin D derivatives. In our
Regioselective Synthesis of 2, 2-Dimethylcyclopentanone Using 2-Pyrrolidone Magnesium Salt as Electrogenerated Base.
Bonafoux D, et al.
Synthetic Communications, 28(1), 93-98 (1998)
商品
The Baeyer-Villiger oxidation is the oxidative cleavage of a carbon-carbon bond adjacent to a carbonyl, which converts the ketones to esters and the cyclic ketones to lactones.
Baeyer-Villiger氧化是与羰基相邻的碳-碳键的氧化裂解，其可将酮转化为酯、环酮转化为内酯。
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