Hydrochloric Acid → (s)-2-Amino-4-methyl-pentanoic acid [3-hydroxy-1-(4-methoxy-benzenesulfonyl)-azepan-4-yl]-amide-hcl salt

HRID 751470Notes

Reaction equation

HRID 751470 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:13](=[O:34])[NH:14][CH:15]1[CH2:21][CH2:20][CH2:19][N:18]([S:22]([C:25]2[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=2)(=[O:24])=[O:23])[CH2:17][CH:16]1[OH:33])[CH2:9][CH:10]([CH3:12])[CH3:11])(C)(C)C.[ClH:36]>C(Cl)Cl.O1CCOCC1>[ClH:36].[OH:33][CH:16]1[CH:15]([NH:14][C:13](=[O:34])[C@@H:8]([NH2:7])[CH2:9][CH:10]([CH3:12])[CH3:11])[CH2:21][CH2:20][CH2:19][N:18]([S:22]([C:25]2[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=2)(=[O:24])=[O:23])[CH2:17]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69310689HCID 69310689, compound2×

Product 1

HCID 86586129(s)-2-Amino-4-methyl-pentanoic acid [3-hydroxy-1-(4-methoxy-benzenesulfonyl)-azepan-4-yl]-amide-hcl salt

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

{(S)-1-[3-Hydroxy-1-(4-methoxy-benzenesulfonyl)-azepan-4-ylcarbamoyl]-3-methyl-butyl}-carbamic acid-tert-butyl ester (compound 207a, 0.59 g, 1.15 mmol) was dissolved in CH2Cl2 (8 ml), then a solution of 4 M HCl in dioxane (8 ml) was added and the reaction was stirred at RT for 4 h. The reaction mixture was concentrated in vacuo, azeotroped from toluene twice (10 ml) in vacuo, and was used in the next reaction without further purification: M+H+=413.8.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customazeotroped from toluene twice (10 ml) in vacuo
  3. customwas used in the next reaction without further purification

Sources & evidence

ORD record
ord-1944addfd1df434d9174902ac2af1b8f
Source dataset
uspto-grants-2008_07
Patent number
US07405209B2

Reaction notes

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