Hydrochloric Acid → HCID 131726784, compound

HRID 1943977Notes

Reaction equation

HRID 1943977 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 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 (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-93c530af495a47b89285abfd0eb92eeb
Source dataset
uspto-grants-2013_03
Patent number
US08394813B2

Reaction notes

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