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1. 发明申请

US20060264647A1 Separation of tetrahydrocannabinols 有权
标题翻译：四氢大麻酚的分离
公开(公告)号：US20060264647A1
公开(公告)日：2006-11-23
申请号：US11132251
申请日：2005-05-19
申请人： Jason Field , Jan Oudenes , Boris Gorin , Ricardo Orprecio , Fabio Souza , Navindra Ramjit , Emma-Louise Moore
发明人： Jason Field , Jan Oudenes , Boris Gorin , Ricardo Orprecio , Fabio Souza , Navindra Ramjit , Emma-Louise Moore
IPC分类号： C07D311/80
CPC分类号： C07D311/80
摘要： An individual tetrahydrocannabinol isomer of interest is separated from a mixture containing two or more such isomers, by treating the mixture with an isocyanate or isothiocyanate of formula I: R—(CH2)n—N═C═X (I) where R represents an aromatic ring optionally substituted with one or more electron withdrawing groups, n=0 or 1 and X is oxygen or sulphur; so as to produce a crystallizable THC carbamate of formula II: wherein X and R are as defined above, R′ is a C3-C10 alkyl group and the dotted lines indicate optional unsaturation including aromatic, separating the compound of formula II from solution in isolation of other THC derivatives, and hydrolyzing the compound of formula II to form the individual tetrahydrocannabinol isomer of interest.
摘要翻译：通过用式I的异氰酸酯或异硫氰酸酯处理该混合物，将目的单独的四氢大麻酚异构体与含有两种或更多种此类异构体的混合物分离：<？in-line-formula description =“In-line Formulas”end =“lead “？” - （CH 2）N - N C X（I）<？in-line-formula description =“In-line Formulas”end =“tail”？其中R表示任选被一个或多个吸电子基团取代的芳环，n = 0或1，X是氧或硫; 以产生式II的可结晶的THC氨基甲酸酯：其中X和R如上所定义，R'是C 3 -C 10烷基，虚线表示包括芳族的任选的不饱和键，分离式II化合物与溶液分离其它THC衍生物，并水解式II化合物以形成目的单独的四氢大麻酚异构体。

2. 发明申请

US20060074252A1 Synthetic route to dronabinol 有权
标题翻译：合成路线给dronabinol
公开(公告)号：US20060074252A1
公开(公告)日：2006-04-06
申请号：US10954345
申请日：2004-10-01
申请人： Fabio Souza , Jason Field , Ming Pan , Navindra Ramjit , Tharsika Tharmanathan , Tracey Jende-Tindall
发明人： Fabio Souza , Jason Field , Ming Pan , Navindra Ramjit , Tharsika Tharmanathan , Tracey Jende-Tindall
IPC分类号： C07D311/80 , C07C39/17
CPC分类号： C07C62/32 , C07C37/16 , C07C67/347 , C07C69/757 , C07C2601/16 , C07D311/80 , C07C39/23
摘要： Dronabinol, the tetrahydrocannabinol compound which comprises the active constituent of marijuana and is pharmaceutically useful as an antiemetic, is prepared by a process involving reaction of cis-menth-1-enc-3,8-diol with olivetol to form 1,3-dihydroxy-2-[(1R,6R)-6-(2-hydroxyprop-2-yl)-3-methylcyclohex-2-en-1-yl]-5-pentylbenzene; and cyclizing the 1,3-dihydroxy-2-[(1R,6R)-6-(2-hydroxyprop-2-yl)-3-methylcyclohex-2-en-1-yl]-5-pentylbenzene so formed to obtain dronabinol. A novel synthesis of cis-menth-1-ene-3,8-diolis also provided.
摘要翻译：含有大麻活性成分并用作止吐药的四氢大麻酚的四氢大麻酚化合物是通过包括顺式-1-包衣-3,8-二醇与橄榄醇反应形成1,3-二羟基 -2 - [（1R，6R）-6-（2-羟基丙-2-基）-3-甲基环己-2-烯-1-基] -5-戊基苯; 并使如此形成的1,3-二羟基-2 - [（1R，6R）-6-（2-羟基丙-2-基）-3-甲基环己-2-烯-1-基] -5-戊基苯环化，得到丹参酮还提供了顺式-1-烯-3,8-二醇的新型合成。

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