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26833-85-2

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Synthesis method and intermediate of ester derivative of (-)-cephalotaxine
The invention discloses a synthesis method and an intermediate of an ester derivative of (-)-cephalotaxine. The synthesis method is characterized in that a compound A and a compound 4 undergoes a condensation reaction shown in the description in a solvent under the action of a condensing agent in order to obtain a compound I. The synthetic method utilizes an esterification reaction of a racemic epoxy branched-chain compound and the (-)-cephalotaxine to highly selectively obtain the chiral compound close to a single configuration, so the method has the advantages of simple and mild synthesis route, and easiness in industrialization.
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Paragraph 0213-0215

(2019/12/29)

Diastereoselective Synthesis of Cephalotaxus Esters via Asymmetric Mukaiyama Aldol Reaction
We report a protocol for efficient stereoselective installation of the chiral oxygen-containing tetrasubstituted tertiary carbon stereocenter of the side chain of cephalotaxus esters by means of highly diastereoselective Mukaiyama aldol reactions between α-keto esters (2) and a (Z)-α-chloro ketene silyl acetal. This protocol permitted synthesis of cephalotaxus esters including six natural products in good to excellent yields (up to 94%) with high diastereoselectivities (dr up to 97:3) and could be performed on a multigram scale.
Ma, Guo-Zhen,Li, Peng-Fei,Liu, Lu,Li, Wei-Dong Z.,Chen, Li
supporting information
p. 2250 - 2253
(2017/05/12)

Preparation of harringtonine from cephalotaxine
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Kelly,McNutt Jr.,Montury,et al.
p. 63 - 66
(2007/10/10)

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Chemical Properties

Appearance/Colour :white solid
Melting Point: 73-75 °C
Boiling Point: 679.419 °C at 760 mmHg
Flash Point:364.7 °C
Density: 1.35 g/cm³
Storage Temp.:2-8°C
Vapor Pressure: 2.17E-19mmHg at 25°C
Refractive Index: 1.609
PKA: 11.62±0.29(Predicted)
PSA: 123.99000
LogP: 2.12850

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