tert-Butyl acetate → HCID 86746648, compound

HRID 1614050Notes

Reaction equation

HRID 1614050 reaction equation
Cl.[CH3:2][CH:3]([C:9]([OH:11])=[O:10])[C@H:4]([C:6]([OH:8])=[O:7])[NH2:5].Cl(O)(=O)(=O)=O.C(=O)([O-])O.[Na+].C(O[C:26]([CH3:29])([CH3:28])[CH3:27])(=O)C>>[C:6]([OH:8])(=[O:7])[CH3:4].[C:26]([C@:4]([C:6]([OH:8])=[O:7])([CH:3]([CH3:2])[C:9]([OH:11])=[O:10])[NH2:5])([CH3:29])([CH3:28])[CH3:27]

Participants

5

Reactant 4

HCID 10908tert-Butyl acetateHCID 24247Perchloric AcidHCID 516892Sodium Bicarbonate2×HCID 86746647HCID 86746647, compound

Product 1

HCID 86746648HCID 86746648, compound

Procedure

Suspend β-methyl-D-aspartate hydrochloride (40 g, 0.22 mol) in tert-butyl acetate (1.5 L) and add perchloric acid (20.7 mL of a 20% solution, 0.24 mol). Stir at room temperature under an atmosphere of argon for 3 hours. Pour into saturated sodium hydrogen carbonate and add solid sodium hydrogen carbonate until the mixture is basic. Add ethyl ether and separate the organic phase. Extract the aqueous phases with ethyl ether, combine the organic phases and dry (MgSO4). Evaporate the solvent in vacuo to give the title compound as a clear oil (34 g).

Workup

  1. customAdd ethyl ether and separate the organic phase
  2. extractionExtract the aqueous phases with ethyl ether
  3. dry with materialdry (MgSO4)
  4. customEvaporate the solvent in vacuo

Sources & evidence

ORD record
ord-7ff4c2b3faae436cb4bc961483d42f82
Source dataset
uspto-grants-1993_03
Patent number
US05194430

Reaction notes

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