Hydrochloric Acid → HCID 22951560, compound

HRID 276716Notes

Reaction equation

HRID 276716 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([CH2:11][O:12][CH2:13][C@@H:14]([C:16]([NH:18]C(OC(C)(C)C)=O)=[O:17])[NH2:15])[CH:8]=[CH:9][CH:10]=1)=[O:4].Cl>CCOC(C)=O>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([CH2:11][O:12][CH2:13][C@@H:14]([C:16]([NH2:18])=[O:17])[NH2:15])[CH:8]=[CH:9][CH:10]=1)=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69266712HCID 69266712, compound

Product 1

HCID 22951560HCID 22951560, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of O-[[3-(methoxycarbonyl)phenyl]methyl]-N-(t-butoxycarbonyl)-L-serinamide (2.4 g, 6.82 mmol) in EtOAc (50 mL) at 0° C. is bubbled HCl gas at a moderately vigorous rate for 5 minutes, during which time a lot of white precipitate is observed. The mixture is warmed to room temperature over 30 minutes, after which time EtOAc is removed, yielding O-[[3-(methoxycarbonyl)phenyl]methyl]-L-serinamide.HCl as a white solid.

Workup

  1. customafter which time EtOAc is removed

Sources & evidence

ORD record
ord-5545c69491074b8db58446e071b2b9da
Source dataset
uspto-grants-2002_03
Patent number
US06353017B1

Reaction notes

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