CAS: 2521-86-0; (R)-2-Amino-2-Cyclopentylacetic Acid

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CAS号933-95-9 DL-环戊基甘氨酸 | CAS号14579-08-9 cyclopent-2-en-... | CAS号156881-63-9 B°C-D-环戊基甘氨酸

📜2-环戊烯-1-基(三甲基)硅烷置于palladium On Activated Charcoal 三氟化硼乙醚,氢气体系中,用 四氢呋喃,乙醇,二氯甲烷 用作溶剂,-78.0~25.0 °C,275.79 Kpa 条件下,反应 20.25H,反应生成D-环戊基甘氨酸
参考文献:Synthesis Of Racemic .Alpha.-Amino Carboxamides Via Lewis Acid-Mediated Reactions Of .Alpha.-Methoxyglycinamide Derivatives With Allylsilanes: Enzymic Resolution To Optically Active .Alpha.-Amino Acids
标题:Synthesis Of Racemic .Alpha.-Amino Carboxamides Via Lewis Acid-Mediated Reactions Of .Alpha.-Methoxyglycinamide Derivatives With Allylsilanes: Enzymic Resolution To Optically Active .Alpha.-Amino Acids
摘要:A Short And Expedient Synthetic Route To Optically Active,Saturated And Gamma,Delta-Unsaturated Alpha-Amino Acids Is Reported. The Key Step Is A Bf3.Oet2-Mediated Reaction Of Allylsilanes With N-(Alkoxycarbonyl)-Alpha-Methoxyglycinamides 11-15,Leading To The Corresponding Gamma,Delta-Unsaturated Alpha-Aminocarboxamides. The Genuine S(N)1-Character Of This Process With Iminium Ion 6 As Intermediate Is Proven In The Case Of The Glycine Ester 10. Thus,Reaction Of Enzymatically Resolved 10 With Pi-Nucleophiles Leads To Racemic Products. The Most Useful Iminium Precursors Are The N-Methoxyamides 12-14 Providing Good Yields Of Coupling Products. The Most Convenient N-Protective Group Is The Allyloxycarbonyl Group. Deprotection Proceeds Via A Pd(0)-Catalyzed Transprotection To The Corresponding Boc-Protected Analogues. Four Examples Of The Enzymatic Resolution Of Alpha-Amino Carboxamides,By Using An L-Specific Aminopeptidase From Pseudomonas Putida,Are Described In Detail. Most Notably,Secondary N-Methoxyamides Are Good Substrates For The Enzyme To Provide The Desired A-Amino Acids In High Optical Purity.
Doi:10.1021/jo00051A019

专利信息

专利号:US-2025115551-A1
优先权日:2023-10-03
标 题:Synthesis of ras inhibitors
发明人：LI YI; MENDOZA BENJAMIN; NAGANATHAN SRIRAM; WANG ROSS; YI YI; BALLMER STEVEN G; DAVIDSON JAMES; HUANG XIAOJUN
权利人:REVOLUTION MEDICINES INC
摘要:The present invention relates to Ras inhibitors, intermediates in the synthesis thereto, and methods for preparing the Ras inhibitors and the intermediates.

专利号:WO-2025076071-A2
优先权日:2023-10-03
标 题 :Synthesis of ras inhibitors