Navigation

0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login or sign up for a free trial to access the full content.
16.17.3.3.2.3 Variation 3: By Bromination

DOI: 10.1055/sos-SD-016-01192

Seela, F.; Ramzaeva, N.; Rosemeyer, H.Science of Synthesis, (2004161007.

8-Bromopurines 121 and their nucleosides can be obtained in a one-pot reaction by treatment of the corresponding precursors with bromine or N-bromoamides. If the substrate contains alkyl groups, then side-chain bromination is possible with most bromination reagents including bromine or N-bromosuccinimide. As side-chain halogenation is catalyzed by light, the reactions should be run in the absence of light whenever possible.

Meeeeeee eeeeeeeee eee ee eeeeeeeeee ee eeeeeeeee eeee eeeeeee ee eee eeeeeeee ee e eeeeeeee; eeee ee eeeeeeeeee eeee ee e eeeeeeee. Mee eeeeeeee eeeeeeeeee eeeeeeeee eeeeeeeeeeeee eeeeeeeeeee eeeeeee, ee eeeeeeee ee eeeeee. Mee eeeeeeee ee ee eeeee eeee ee ee eeeeeee eee eeee e eeeeee eeeeeeee ee eeeeeee ee eeeee ee eeee eeeeeeeeeee.[‌888‌,‌888‌] Mee eeeee eeeeeeeee, eee eeeeeeeee eeeeee ee eeeeee eeeeeee eeee eee eeee eeeeeeeee ee eee eeeeee eeeeeeee eeee. Mee eeeeeeee eee eeeeeeeee eeeeeee ee eee eeeeeeeee eeeeeee ee eeeee eeeee eeeee eeee eee eeee eeee eeeee[‌888‌] ee eeeee[‌888‌] eeeeeeeeee eee eeeeeeeeeee (Meeeee 88).

Meeeee 88 Meeeeeeeeee ee Meeeeee eeee Meeeeee[‌888‌,‌888‌‌888‌]

Meeeeeeeeee 88

M8 M8 M8 Meeeeeeeee Meeee (%) Mee
MM MM8 Me M8M, ee, 8e 88 [‌888‌]
MM MM8 MM8M(MM8)8MM M8M, 8°M, 8e 88 [‌888‌]
MM MM8 8-eeeee-β-M-eeeeeeeeeeeee M8M, ee 88 [‌888‌]
MM MM8 8,8,8-eee-M-eeeeee-β-M-eeeeeeeeeeeee MeMM, MeMMe, 88°M, 8e 88 [‌888‌]
MM8 M 8,8,8-eee-M-eeeeee-β-M-eeeeeeeeeeeee MeMM, MeMMe, 88°M, 88e 88 [‌888‌]
MM8 M 8-eeeee-β-M-eeeeeeeeeeeee MeMMe, MeMM, M8M, eM8.8, ee, 8.8e 88 [‌888‌]
MM8 MM β-M-eeeeeeeeeeeee MeMM, MeMMe, ee, 8e 88 [‌888‌]
MM8 MM8 (MM8)8MMM8M(M)(MeMe)8 MMM, MMe8, ee, eeeeeeeee 88 [‌888‌]
MMMe M M 888°M, 8e 88 [‌888‌]
MMe8 M Me 8.8M MeMMe, ee, 8e 88 [‌888‌]

Mee eeeeeeeeeee ee eeeeee eeeeeeeeeee ee eeeeeee eeeeeeee eee eeeeee e eeeeeeee eeeeeeeee.[‌888‌,‌888‌,‌888‌,‌888‌] Meee, eeeeeeee ee 8-eeeeeeeeeeeeee eeee eeeeeee eeeee eeeeee eee 8-eeeee eeeeeeeeee[‌888‌] ee 88% eeeee. Meeeeee, eee eeeeeee ee eeee eeeeeeeee ee eeeeeeee eeeeeeeee eeee eee eeeeeeee eeeeeeeeee eee ee eee eeeeeeee ee eeee, eeeee eee eeeee eee eeeeeeee ee eee eeee-eeeeee eeeeeeeeee eeee. Meeeeeeee ee eeeee eeeeee eeeeeeeeeeeeeee, eeeeeeeeeeee eee ee eeeeeeeeee eeee eeeeeee ee eeeeeee eeeeee eeee ee eeee 8-eeeeeeeeeeeeeeeee;[‌888‌] eeeeeeeeeee ee eeeeeeee eeeeeee eeeeee ee eee eeeeeeeeee eee ee eeeeeeeee.

Me eeeeeeeee eeeeee eee eee eeeeeeeee ee 8-eeeee-8-eeeeeeeeeeeeee eeeeeeee ee eeeeeeeeeee eeee M-eeeeeeeeeeeeeeee ee eeeee (ee, 88eee; 88% eeeee);[‌888‌] eeee eeeeee eee eeee eeee eeee eeeeeeeeeeee eee eee eeeeeeeeeee ee 8-(β-M-eeeeeeeeeeeee)-8M-eeeeee-8,8-eeeeeee ee eeee 888 (Meeeee 88).[‌888‌] Mee 8-eeeeeeee ee eee eeeeeee eeeeeeeeee 888 ee eeeeeeeeee eeee M-eeeeeeeeeeeeeeee ee eeeeeeeeeeeeeeeee ee eeee 888 ee eeee eeeee.[‌888‌] Meeeeee, eeeeeeeeeee ee 8-eeeeeeeeeeeeee eeeee M-eeeeeeeeeeeeeeee/eeeeeeeeeeeeeeeee eeeeee 8-eeeee-8-eeeeeeeeeeeeee ee eeee eee eeeee (88%).[‌888‌]

Meeeeee eeeeeeeeeee ee 8-eeeee-8-(eeeeeeeeeeee)-8-(eeeeeeeeeeeeeee)eeeeee 888 eee eeeeeeeeeee ee eeeeeeee ee eee eeeee eeee M-eeeeeeeeeeeeeeee (Meeeee 88).[‌888‌]

Meeeee 88 Meeeeeeeeee ee Meeeeee eeee M-Meeeeeeeeeeeeeee[‌888‌,‌888‌,‌888‌]

Meeeeeeeeeee Meeeeeeee

8-Meeeeeeeeeeeeeeee (888, M8=MM8; M8=MM; M8=β-M-Meeeeeeeeeeee):[‌888‌]

Me e eeeeeeeeee ee eeeeeeeeeeee (888ee, 8.8eeee) ee eeeeeee MeMM (88eM) eeeeeeeeee eeeee MeMMe (888ee, 8eeee) eee eeeee eeee 8e Me8 (888ee, 8eeee) ee MeMM (8eM). Mee eeeeeee eee eeeeeee ee ee eee 8e eee eeee eeeeeeeeee ee eeeeeee eee eeeeeeeee eeee eeeeeee/MeMM (8×). Mee eeeeeee eee eeeeeee eeee e eeeee eeeeee ee M8M eee eeeeeeeeeeeeeeeeeee eeee eeeeeeee eee eeeeeeee; eeeee: 888ee (88%); ee >888°M.

8-Meeee-8-(β-M-eeeeeeeeeeeee)-8M-eeeeee-8,8-eeeeeee (888):[‌888‌]

M eeeeeeeeee ee 8-(β-M-eeeeeeeeeeeee)-8M-eeeeee-8,8-eeeeeee (888ee, 8.88eeee) eee MMM (888ee, 8.88eeee) ee M8M (8.8eM) eee eeeeeee ee ee eee 8eee. Mee eeeeeee eee eeeeeee ee eeeee, eee eee eeeee eeeeeee eee eeeeeeeeeeeeeee (MM8Me8/MeMM 8:8); eeeee: 888ee (88%); ee 888°M.

References


Cookie-Einstellungen