Sodium Bicarbonate → H-Phe-Leu-OBut

HRID 1583694Notes

Reaction equation

HRID 1583694 reaction equation
Cl.[NH2:2][C@H:3]([C:11]([NH:13][C@H:14]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH:16]([CH3:18])[CH3:17])=[O:12])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[NH2:2][C@H:3]([C:11]([NH:13][C@H:14]([C:19]([O:21][C:22]([CH3:24])([CH3:23])[CH3:25])=[O:20])[CH2:15][CH:16]([CH3:18])[CH3:17])=[O:12])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 131714429L-Phenylalanyl-L-leucine, t-butyl ester hydrochloride

Product 1

HCID 6352601H-Phe-Leu-OButYield 103.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

L-Phenylalanyl-L-leucine, t-butyl ester hydrochloride (2.22 g, 6 mmol) was partitioned between saturated sodium bicarbonate (60 ml) and ethyl acetate (90 ml). The ethyl acetate layer was washed with saturated sodium bicarbonate (20 ml), water (2×20 ml) and brine (2×20 ml), then dried (sodium sulfate) and evaporated to give L-phenylalanyl-L-leucine, t-butyl ester (2.07 g) as a colorless oil.

Workup

  1. washThe ethyl acetate layer was washed with saturated sodium bicarbonate (20 ml), water (2×20 ml) and brine (2×20 ml)
  2. dry with materialdried (sodium sulfate)
  3. customevaporated

Sources & evidence

ORD record
ord-b5b41f918f274729ad4b69506a201eab
Source dataset
uspto-grants-1985_11
Patent number
US04552866

Reaction notes

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