Sodium Hydroxide → Boc-tyr-D-ala-gly-OH

HRID 1680588Notes

Reaction equation

HRID 1680588 reaction equation
[C:1]([NH:8][C@H:9]([C:18]([NH:20][C@@H:21]([C:23]([NH:25][CH2:26][C:27]([O:29]C)=[O:28])=[O:24])[CH3:22])=[O:19])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[OH-].[Na+].S(=O)(=O)(O)[O-].[K+]>CO>[C:1]([NH:8][C@H:9]([C:18]([NH:20][C@@H:21]([C:23]([NH:25][CH2:26][C:27]([OH:29])=[O:28])=[O:24])[CH3:22])=[O:19])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)([O:3][C:4]([CH3:7])([CH3:5])[CH3:6])=[O:2]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 516920Potassium bisulfateHCID 14019903methyl Boc-L-tyrosyl-D-alanylglycinate

Product 1

HCID 7272028Boc-tyr-D-ala-gly-OH

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

42.3 Grams of methyl Boc-L-tyrosyl-D-alanylglycinate is dissolved in 200 ml of methanol and 200 ml of a 1 N solution of sodium hydroxide is added. The reaction mixture is allowed to stand for 30 minutes, then is adjusted to pH 3 with a 1 M solution of potassium bisulfate. The resulting precipitate is collected by filtration, washed with water and dried to give Boc-L-tyrosyl-D-alanylglycine.

Workup

  1. filtrationThe resulting precipitate is collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-809a7201c45e46ed91c0baeb51ee5dd8
Source dataset
uspto-grants-1981_06
Patent number
US04273704

Reaction notes

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