Hydrochloric Acid → (3S,6R)-6-[2-[2-[[(2S)-2-(methoxycarbonylamino)-3,3-diphenyl-propanoyl]amino]phenyl]ethyl]morpholine-3-carboxylic acid

HRID 629701Notes

Reaction equation

HRID 629701 reaction equation
Cl.C(OC([N:9]1[CH2:14][C@@H:13]([CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[NH:23][C:24](=[O:44])[C@H:25]([CH:31]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[NH:26][C:27]([O:29][CH3:30])=[O:28])[O:12][CH2:11][C@H:10]1[C:45]([OH:47])=[O:46])=O)(C)(C)C>O1CCOCC1>[CH3:30][O:29][C:27]([NH:26][C@H:25]([C:24]([NH:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[CH2:16][CH2:15][C@@H:13]1[CH2:14][NH:9][C@H:10]([C:45]([OH:47])=[O:46])[CH2:11][O:12]1)=[O:44])[CH:31]([C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)=[O:28]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86726308(3S,6R)-4-(tert-butoxycarbonyl)-6-[2-(2-{[N-(methoxycarbonyl)-beta-phenyl-L-phenylalanyl]amino}phenyl)ethyl]morpholine-3-carboxylic acid

Product 1

HCID 86578073(3S,6R)-6-[2-[2-[[(2S)-2-(methoxycarbonylamino)-3,3-diphenyl-propanoyl]amino]phenyl]ethyl]morpholine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

4M HCl in dioxane was added to a solution of (3S,6R)-4-(tert-butoxycarbonyl)-6-[2-(2-{[N-(methoxycarbonyl)-β-phenyl-L-phenylalanyl]amino}phenyl)ethyl]morpholine-3-carboxylic acid in Dioxane at room temperature and the reaction stirred until complete by LC/MS (8 hrs). The solvent was removed in vacuo to afford the title compound, LC/MS.M+1, +ESI=532.3

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-6e3842a570204a7eb4f0b4948bf2c145
Source dataset
uspto-grants-2016_04
Patent number
US09315475B2

Reaction notes

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