Hydrochloric Acid → (S)-2-[(S)-3-(4-Allyloxy-phenyl)-2-amino-propionylamino]-4-methyl-pentanoic acid methyl ester hydrogen chloride salt

HRID 2371306Notes

Reaction equation

HRID 2371306 reaction equation
[CH3:1][O:2][C:3](=[O:32])[C@@H:4]([NH:9][C:10](=[O:31])[C@@H:11]([NH:23]C(OC(C)(C)C)=O)[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH:21]=[CH2:22])=[CH:15][CH:14]=1)[CH2:5][CH:6]([CH3:8])[CH3:7].[ClH:33]>O1CCOCC1>[ClH:33].[CH3:1][O:2][C:3](=[O:32])[C@@H:4]([NH:9][C:10](=[O:31])[C@@H:11]([NH2:23])[CH2:12][C:13]1[CH:14]=[CH:15][C:16]([O:19][CH2:20][CH:21]=[CH2:22])=[CH:17][CH:18]=1)[CH2:5][CH:6]([CH3:8])[CH3:7]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86650238(S)-2-[(S)-3-(4-Allyloxy-phenyl)-2-tert-butoxycarbonylamino-propionylamino]-4-methyl-pentanoic acid methyl ester

Product 1

HCID 66847093(S)-2-[(S)-3-(4-Allyloxy-phenyl)-2-amino-propionylamino]-4-methyl-pentanoic acid methyl ester hydrogen chloride salt

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Methyl ester 1 (4.00 g, 8.92 mmol) was dissolved in 4M HCl in 1,4-dioxane (20 mL). The resultant solution was stirred at rt for 18 h before being concentrated in vacuo to yield a white solid, 3.43 g, 100%.

Workup

  1. concentrationbefore being concentrated in vacuo
  2. customto yield a white solid, 3.43 g, 100%

Sources & evidence

ORD record
ord-15bca4adc2b14ab7b2e2c35adde07647
Source dataset
uspto-grants-2014_04
Patent number
US08710178B2

Reaction notes

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