Hydrochloric Acid → (S)-methyl 3-(3-amino-2-oxoazepan-1-yl)propanoate

HRID 529459Notes

Reaction equation

HRID 529459 reaction equation
C(OC([NH:8][C@H:9]1[CH2:15][CH2:14][CH2:13][CH2:12][N:11]([CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])[C:10]1=[O:22])=O)(C)(C)C.Cl>O1CCOCC1>[NH2:8][C@H:9]1[CH2:15][CH2:14][CH2:13][CH2:12][N:11]([CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])[C:10]1=[O:22]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86706197(S)-methyl 3-(3-(tert-butoxycarbonylamino)-2-oxoazepan-1-yl)propanoate

Product 1

HCID 68309766(S)-methyl 3-(3-amino-2-oxoazepan-1-yl)propanoateYield 98%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a round bottom flask was added (S)-methyl 3-(3-(tert-butoxycarbonylamino)-2-oxoazepan-1-yl)propanoate (15 mg, 0.048 mmol) and a solution of 4 N HCl (119 μL, 0.477 mmol) in dioxane. The reaction was stirred at rt for 3 hr. The reaction was concentrated and the residue was dried over vacuum pump for 5 hr to give (S)-methyl 3-(3-amino-2-oxoazepan-1-yl)propanoate (10 mg, 0.047 mmol, 98% yield) as a white semi-solid.

Workup

  1. concentrationThe reaction was concentrated
  2. customthe residue was dried over vacuum pump for 5 hr

Sources & evidence

ORD record
ord-44482b9968a24331a2aadc5c2603abad
Source dataset
uspto-grants-2016_05
Patent number
US09346852B2

Reaction notes

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