Hydrochloric Acid → HCID 131735490, compound

HRID 520292Notes

Reaction equation

[N:1]1([CH2:31][CH2:32][C:33]([OH:35])=[O:34])[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][CH2:9][CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]([OH:20])=[O:19])[CH:12]([CH2:21][CH2:22][C:23]([OH:25])=[O:24])[CH2:11]2)[CH2:3][CH:2]1[CH2:26][CH2:27][C:28]([OH:30])=[O:29].C([C:43](C(OC(C)(C)C)=O)([CH2:46][NH2:47])[CH2:44][NH2:45])(OC(C)(C)C)=O.Cl>CO>[N:1]1([CH2:31][CH2:32][C:33]([OH:35])=[O:34])[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][CH2:9][CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]([OH:20])=[O:19])[CH:12]([CH2:21][CH2:22][C:23]([OH:25])=[O:24])[CH2:11]2)[CH2:3][CH:2]1[CH2:26][CH2:27][C:28]([OH:30])=[O:29].[NH2:45][CH2:44][CH2:43][CH2:46][NH2:47]

Participants

Conditions

Temperature: 50 °C

Procedure

To 0.55 g of 4,4′-trimethylene dipiperidine bispropanoic acid-bis-boc-1,3-diamino propane dissolved in 5 mL of methanol was added 0.5 mL of concentrated HCl and the reaction mixture was stirred at 50° C. for 10 hours. After removal of the solvent under reduced pressure, the residue was dissolved in 10 mL of methanol/water (1:1) and was treated with 5 g of Amberlyst OH 26 resin. After stirring at room temperature for 3 hours, the resin was filtered off. The filtrate was evaporated dryness and the residue was lyophilized yielding 0.5 g of the product as a white solid.

Workup

customAfter removal of the solvent under reduced pressure
dissolutionthe residue was dissolved in 10 mL of methanol/water (1:1)
additionwas treated with 5 g of Amberlyst OH 26 resin
stirringAfter stirring at room temperature for 3 hours
filtrationthe resin was filtered off
customThe filtrate was evaporated dryness

Sources & evidence

ORD record: ord-8a1ea0f3bdd44598bdefa03f3c68ff30
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09326994B2

Reaction notes

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