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

HRID 529461Notes

Reaction equation

HRID 529461 reaction equation
C(OC([NH:8][C@H:9]1[CH2:15][CH2:14][CH2:13][CH2:12][N:11]([CH2:16][C:17]([O:19][CH3:20])=[O:18])[C:10]1=[O:21])=O)(C)(C)C.Cl>O1CCOCC1>[NH2:8][C@H:9]1[CH2:15][CH2:14][CH2:13][CH2:12][N:11]([CH2:16][C:17]([O:19][CH3:20])=[O:18])[C:10]1=[O:21]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10334964(S)-methyl 2-(3-(tert-butoxycarbonylamino)-2-oxoazepan-1-yl)acetate

Product 1

HCID 10442771(S)-methyl 2-(3-amino-2-oxoazepan-1-yl)acetateYield 90%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a round bottom flask was added (S)-methyl 2-(3-(tert-butoxycarbonylamino)-2-oxoazepan-1-yl)acetate (30 mg, 0.10 mmol) and a solution of 4 N HCl in dioxane (1 mL). The reaction was stirred at rt for 2 hr. The reaction was concentrated to give (S)-methyl 2-(3-amino-2-oxoazepan-1-yl)acetate (18 mg, 0.090 mmol, 90% yield) as a white solid.

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-758ab41bc436424cb41ff8207872e716
Source dataset
uspto-grants-2016_05
Patent number
US09346852B2

Reaction notes

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