Hydrochloric Acid → HCID 131726784, compound

HRID 32333Notes

Reaction equation

HRID 32333 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].[CH3:17][N:18]1[C@@H:35]2[CH2:36][C:23]3[CH:24]=[CH:25][C:26]([O:37][CH3:38])=[C:27]4[O:28][C@H:29]5[C:30]([CH2:32][CH2:33][C@@H:34]2[C@:21]5([C:22]=34)[CH2:20][CH2:19]1)=[O:31].Cl>O1CCOCC1>[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].[CH3:17][N:18]1[C@@H:35]2[CH2:36][C:23]3[CH:24]=[CH:25][C:26]([O:37][CH3:38])=[C:27]4[O:28][C@H:29]5[C:30]([CH2:32][CH2:33][C@@H:34]2[C@:21]5([C:22]=34)[CH2:20][CH2:19]1)=[O:31]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131726785HCID 131726785, compound

Product 1

HCID 131726784HCID 131726784, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To the Boc-Leu-Hydrocodone was added 25ml 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 (1.96 g, 97% yield): 1H NMR (DMSO-d6) δ 0.94 (d, 6H), 1.52 (m, 1H), 1.75-1.90 (m, 4H), 2.22 (dt, 1H), 2.34 (dt, 1H), 2.64 (q, 1H), 2.75 (s, 3H), 2.95-3.23 (m, 4H), 3.74 (s, 3H), 3.91 (d, 1H), 4.07 (s, 1H), 5.10 (s, 1H), 5.72 (d, 1H), 6.76 (d, 1H), 6.86 (d, 1H), 8.73 br s, 3H).

Workup

  1. customSolvent was removed
  2. dry with materialfinal product dried under vacuum

Sources & evidence

ORD record
ord-f31e6e0c268c448e8926e641bec16a99
Source dataset
uspto-grants-2008_09
Patent number
US07427600B2

Reaction notes

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