ethyl (-)-(1R,2S,4S,6S,7S)-7-fluoro-5-oxo-3-oxatricyclo[4.1.0.0(2,4)]heptane-7-carboxylate -Drug Synthesis Database

【结构式】

【分子编号】49019

【品名】ethyl (-)-(1R,2S,4S,6S,7S)-7-fluoro-5-oxo-3-oxatricyclo[4.1.0.0(2,4)]heptane-7-carboxylate

【CA登记号】

【分子式】C₉H₉FO₄

【分子量】200.1664632

【元素组成】C 54% H 4.53% F 9.49% O 31.97%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(-)-(XII)

Alternatively, intermediate (1R,2S,5R,6S)-(XIX) can also be obtained by first separation of the isomeric mixture (±)-(X) by chiral HPLC to provide isomer (+)-(X), which is then subjected to the same process described for (±)-(X) in Scheme 28677701a to furnish the desired compound (1R,2S,5R,6S)-(XIX).

参考文献中间体

合成目标

【2】 Kumagai, T.; Sakagami, K.; Nakazato, A.; Tomisawa, K. (Taisho Pharmaceutical Co., Ltd.); 6-Fluorobicyclo[3.1.0]hexane derivs.. EP 1110943; JP 2000336071; WO 0012464 .
【1】 Nakazato, A.; et al.; Synthesis, SAR, and biological activities of potent and selective group II mGluR agonists, novel 2-amino-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid derivatives. 220th ACS Natl Meet (Aug 20 2000, Washington DC) 2000, Abst MEDI 104.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(rac)-(X)	49005	ethyl (rac)-(1S,5S,6S*)-6-fluoro-2-oxobicyclo[3.1.0]hexane-6-carboxylate		C₉H₁₁FO₃	详情	详情
(+)-(X)	49017	ethyl (+)-(1S,5S,6S)-6-fluoro-2-oxobicyclo[3.1.0]hexane-6-carboxylate		C₉H₁₁FO₃	详情	详情
(+)-(XI)	49018	ethyl (+)-(1S,5S,6S)-6-fluoro-4-oxobicyclo[3.1.0]hex-2-ene-6-carboxylate		C₉H₉FO₃	详情	详情
(-)-(XII)	49019	ethyl (-)-(1R,2S,4S,6S,7S)-7-fluoro-5-oxo-3-oxatricyclo[4.1.0.0(2,4)]heptane-7-carboxylate		C₉H₉FO₄	详情	详情
(-)-(XIII)	49020	ethyl (-)-(1R,2R,5S,6S)-6-fluoro-2-hydroxy-4-oxobicyclo[3.1.0]hexane-6-carboxylate		C₉H₁₁FO₄	详情	详情
(-)-(XV)	49021			C₁₁H₁₅FO₃S₂	详情	详情
(-)-(XVI)	49022			C₁₁H₁₃FO₃S₂	详情	详情
(R,S,R,S)(XVII)	49023			C₁₁H₁₁FN₂O₄S₂	详情	详情
(XIV)	27313	1,2-ethanedithiol	540-63-6	C₂H₆S₂	详情	详情
(XVIII)	10039	(1R)-1-Phenylethylamine; (1R)-1-Phenyl-1-ethanamine.; L-alpha-Phenylethylamine	3886-69-9	C₈H₁₁N	详情	详情
(XIX)	49012			C₁₉H₂₀FN₃O₃S₂	详情	详情

Extended Information