Reaktion #65307

ord-11b09e838dbb4d5b8db53e3e9d14a692

Reaktionsgleichung

O=C(CCCCc1c2ccccc2nc2ccccc12)Oc1c(F)c(F)cc(F)c1F
ester
O=C(CCCCc1c2ccccc2nc2ccccc12)Oc1c(F)c(F)cc(F)c1F
2,3,5,6-Tetrafluorophenyl 5-(9-Acridinyl)pentanoate
O=C(CCCCc1c2ccccc2nc2ccccc12)N1C[C@H](O)C[C@H]1CO
21
O=C(CCCCc1c2ccccc2nc2ccccc12)N1C[C@H](O)C[C@H]1CO
1-[5-(9-Acridinyl)-1-oxopentyl]-5-hydroxymethyl-(3R-trans)-3-pyrrolidinol
→
c1ccc2nc3ccccc3cc2c1
acridine
O=C(CCCCc1c2ccccc2nc2ccccc12)N1C[C@H](O)C[C@H]1CO
21
Ausbeute 92.0%
O=C(CCCCc1c2ccccc2nc2ccccc12)N1C[C@H](O)C[C@H]1CO
1-[5-(9-Acridinyl)-1-oxopentyl]-5-hydroxymethyl-(3R-trans)-3-pyrrolidinol
Ausbeute 92.0%

Edukte

O=C(CCCCc1c2ccccc2nc2ccccc12)Oc1c(F)c(F)cc(F)c1F
ester
O=C(CCCCc1c2ccccc2nc2ccccc12)Oc1c(F)c(F)cc(F)c1F
2,3,5,6-Tetrafluorophenyl 5-(9-Acridinyl)pentanoate
O=C(CCCCc1c2ccccc2nc2ccccc12)N1C[C@H](O)C[C@H]1CO
21
O=C(CCCCc1c2ccccc2nc2ccccc12)N1C[C@H](O)C[C@H]1CO
1-[5-(9-Acridinyl)-1-oxopentyl]-5-hydroxymethyl-(3R-trans)-3-pyrrolidinol

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

A procedure similar to that described in Example XXIV was used for the preparation of 21. 1.28 g (3.00 mmol) of acridine TFP ester 20 gave 1.04 g (92% yield) of 21 as a pale yellow solid foam:

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05419966uspto-grants-1995_05