반응 #6020

ord-7a7c4c7f1f2e40e19f403a27972819ca

반응 방정식

O=S(=O)([O-])[O-].[Mg+2]
MgSO4
CCN(CC)CC.Cl
triethylamine hydrochloride
Cl.N[C@H](Cc1ccccc1)C(=O)O
D-phenylalanine HCl
CCN(CC)CC
triethylamine
O=Cc1ccccc1
benzaldehyde
N[C@H](Cc1ccccc1)C(=O)O
D-phenylalanine
COC(=O)[C@@H](Cc1ccccc1)N=Cc1ccccc1
N-benzylidene-D-phenylalanine methyl ester

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타was removed
  2. 2
    workup.DISSOLUTIONby dissolving the product in THF
  3. 3
    여과filtering out the TEA

실험 절차

To a suspension of 1.0 eq D-phenylalanine HCl (1.6 g, 7.4 mmol) was added 1.0 eq triethylamine to dissolve the D-phenylalanine. To this solution was added 1 equiv. of MgSO4 followed by the addition of 1.0 eq benzaldehyde, the reaction was stirred overnight at room temperature under N2 atmosphere. The reaction mixture was sripped of solvent and pumped on the residue contained a good deal of triethylamine hydrochloride which was removed by dissolving the product in THF and filtering out the TEA.HCl. The crude benzylidene looked fine by NMR and was all taken on in the next step.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05246944uspto-grants-1993_09