Sodium Hydroxide → 2-(Benzyl(tert-butoxycarbonyl)amino)acetic acid

HRID 1081382Notes

Reaction equation

HRID 1081382 reaction equation
Cl.C(OC(=O)CNCC1C=CC=CC=1)C.C([O:18][C:19](=[O:36])[CH2:20][N:21]([CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])C.C(OC(OC(C)(C)C)=O)(OC(C)(C)C)=O.[OH-].[Na+]>CO>[CH2:29]([N:21]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:20][C:19]([OH:36])=[O:18])[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 90495Di-tert-butyl dicarbonateHCID 2724714Ethyl 2-(benzylamino)acetate HydrochlorideHCID 10565655Ethyl 2-(benzyl((tert-butoxy)carbonyl)amino)acetate

Product 1

HCID 105158162-(Benzyl(tert-butoxycarbonyl)amino)acetic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-Benzylglycine ethyl ester hydrochloride was converted to N-benzyl-N-t-butoxycarbonylglycine ethyl ester using di-t-butyl dicarbonate under standard conditions. The ethyl ester was saponified using sodium hydroxide in methanol to give the title compound.

Sources & evidence

ORD record
ord-da4e1c553f324bf9971174c0f9e41d69
Source dataset
uspto-grants-1996_12
Patent number
US05585359

Reaction notes

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