Sodium Hydroxide → HCID 9840955, compound

HRID 1651728Notes

Reaction equation

HRID 1651728 reaction equation
C[O:2][C:3](=[O:26])[C@H:4]([CH2:22][CH2:23][S:24][CH3:25])[NH:5][C:6](=[O:21])[C@@H:7]([CH2:16][S:17]C(=O)C)[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:15].[OH-].[Na+]>CO>[SH:17][CH2:16][C@@H:7]([CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:15])[C:6]([NH:5][C@H:4]([C:3]([OH:26])=[O:2])[CH2:22][CH2:23][S:24][CH3:25])=[O:21]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14770784HCID 14770784, compound

Product 1

HCID 9840955HCID 9840955, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To N-[2(S)-acetylthiomethyl-3-(2-methylphenyl)propionyl]-(S)-methionine methyl ester (0.60 g, 1.5 mmol) in degassed MeOH (15 ml) add 1.0N NaOH (degassed) (5.0 ml). After 2 hr., concentrate in vacuo to 5 ml., add 5.0 ml 1.0N HCl, and separate the gum. Dissolve this in EtOAc, dry and concentrate to obtain the title compound, m.p. 116°-117°, [α]D26 =+13.0° (EtOH).

Workup

  1. concentration, concentrate in vacuo to 5 ml
  2. addition, add 5.0 ml 1.0N HCl
  3. customseparate the gum
  4. dissolutionDissolve this in EtOAc
  5. customdry
  6. concentrationconcentrate

Sources & evidence

ORD record
ord-cd482fbf20c7423d8cbfc808d08c00fe
Source dataset
uspto-grants-1990_05
Patent number
US04929641

Reaction notes

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