tert-Butyl acetate → HCID 86746648, compound

HRID 129920Notes

Reaction equation

HRID 129920 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-804ccf24e214432c91aafa947e96f40d
Source dataset
uspto-grants-1995_11
Patent number
US05470844

Reaction notes

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