반응 #1885030

ord-580879e8b45548b18d271cf955daa3fd

반응 방정식

CC(C)C[C@H](NC(=O)CNC(=O)CNC(=O)CNC(=O)CNC(=O)OC(C)(C)C)C(=O)O.COc1ccc2c3c1O[C@H]1C(=O)CC[C@H]4[C@@H](C2)N(C)CC[C@]314
Boc-Gly-Gly-Gly-Gly-Leu Hydrocodone
Cl
HCl
→
CC(C)C[C@H](NC(=O)CNC(=O)CNC(=O)CNC(=O)CN)C(=O)O.COc1ccc2c3c1O[C@H]1C(=O)CC[C@H]4[C@@H](C2)N(C)CC[C@]314
solid
수율 97.0%
CC(C)C[C@H](NC(=O)CNC(=O)CNC(=O)CNC(=O)CN)C(=O)O.COc1ccc2c3c1O[C@H]1C(=O)CC[C@H]4[C@@H](C2)N(C)CC[C@]314
Gly-Gly-Gly-Gly-Leu Hydrocodone
수율 97.0%

반응물

CC(C)C[C@H](NC(=O)CNC(=O)CNC(=O)CNC(=O)CNC(=O)OC(C)(C)C)C(=O)O.COc1ccc2c3c1O[C@H]1C(=O)CC[C@H]4[C@@H](C2)N(C)CC[C@]314
Boc-Gly-Gly-Gly-Gly-Leu Hydrocodone
Cl
HCl

시약

없음

용매

C1COCCO1
dioxane

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타Solvent was removed
  2. 2
    건조final product dried under vacuum

실험 절차

To the Boc-Gly-Gly-Gly-Gly-Leu-Hydrocodone (0.304 g) was added 25 ml of 4N HCl in dioxane. The resulting mixture was stirred at ambient temperatures for 18 hours. Solvent was removed and final product dried under vacuum. Solid was collected as a slightly yellow solid (0.247 g, 97% yield): 1H NMR (DMSO-d6) δ 0.87 (m, 6H), 1.23 (s, 1H), 1.51-1.86 (m, 4H), 2.18 (m, 1H), 2.71 (m, 2H), 2.77 (s, 3H), 2.96 (m, 2H), 3.17 (m, 2H), 3.61 (s, 3H), 3.81-3.84 (m, 10H), 4.22 (m, 1H), 4.36 (m, 1H), 5.09 (m, 1H), 5.59 (d, 1H), 6.74 (dd, 2H), 8.16 (br s, 4H), 8.38 (br s, 1H), 8.74 (br s, 1H), 11.42 (br s, 1H).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08343927B2uspto-grants-2013_01