تفاعل #538018

ord-6338ba3c736f425484121c5e33583895

معادلة التفاعل

c1ccc2[nH]ccc2c1
1
c1ccc2[nH]ccc2c1
indole
C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@H](O)c1ccnc2ccccc12
(−)-Cinchonidine
→
C=C[C@H]1CN2CC[C@H]1C[C@@H]2[C@@H](O)c1ccnc2ccccc12
(+)-Cinchonine

المتفاعلات

c1ccc2[nH]ccc2c1
1
c1ccc2[nH]ccc2c1
indole
—
2-carboxyl
—
3-phosphoindoles
C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@H](O)c1ccnc2ccccc12
(−)-Cinchonidine
—
Formula I/II

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

Chemical resolution of the 2-carboxyl derivative of 3-phosphoindoles of Formula I/II was performed on 280.82 g of 1 using (−)-Cinchonidine 2 (Scheme 15, to obtain the required enantiomer, first eluting isomer by chiral HPLC analysis) and (+)-Cinchonine 3 (which can be used to remove the undesired enantiomer from the filtrate, second eluting isomer by chiral HPLC analysis).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08486991B2uspto-grants-2013_07