Hydrochloric Acid → HCID 70177127, compound

HRID 2185475Notes

Reaction equation

HRID 2185475 reaction equation
[ClH:1].[CH2:2]([N:9]1[CH2:14][CH2:13][N:12]([C:15](=[O:40])[C@H:16]2[CH2:20][C@H:19]([NH:21][C:22](=[O:32])[CH2:23][NH:24]C(OC(C)(C)C)=O)[CH2:18][N:17]2C(OC(C)(C)C)=O)[C@H:11]([CH2:41][CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>O1CCOCC1>[ClH:1].[ClH:1].[ClH:1].[CH2:2]([N:9]1[CH2:14][CH2:13][N:12]([C:15](=[O:40])[C@H:16]2[CH2:20][C@H:19]([NH:21][C:22](=[O:32])[CH2:23][NH2:24])[CH2:18][NH:17]2)[C@H:11]([CH2:41][CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[CH2:10]1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70173029HCID 70173029, compound

Product 1

HCID 70177127HCID 70177127, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of 4 N hydrochloric acid in 1,4-dioxane (5 mL) was added to a solution of (2R)-4-Benzyl-1-[trans-4-(N-tert-butoxycarbonylglycylamino)-N-tert-butoxycarbonyl-D-Prolyl]-2-Phenethylpiperazine (D, 161 mg) in 1,4-dioxane (5 mL) at room temperature. After stirring at room temperature for 20 min, the reaction mixture was concentrated in vacua. The residue was washed with ether to give the titled compound (103 mg) as a beige powder: 1H NMR (400 MHz, D2O) δ 2.00 (m, 2H), 2.19 (m, 1H), 2.41 (quintet, J=7.3 Hz, 1H), 2.58 (m, 1H), 2.71 (m, 2H), 3.18 (t, J=11.7 Hz, 1H), 3.27 (m, 1H), 3.37 (m, 1H), 3.46 (m, 1H), 3.63 (m, 2H), 3.77-3.93 (m, 2H), 3.85 (s, 2H), 4.33-4.49 (m, 3H), 4.58 (m, 1H), 7.24 (t, J=6.8 Hz, 2H), 7.30 (t, J=6.8 Hz, 1H), 7.36 (m, 2H), and 7.48-7.58 (m, 5H).

Workup

  1. concentrationthe reaction mixture was concentrated in vacua
  2. washThe residue was washed with ether

Sources & evidence

ORD record
ord-22009fa8b2334b7a8066e0031ec6ce50
Source dataset
uspto-grants-2002_06
Patent number
US06399629B1

Reaction notes

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