Methanol → N-(tert-Butoxycarbonyl)-L-tyrosyl-D-methionylglycine

HRID 647017Notes

Reaction equation

HRID 647017 reaction equation
[NH:1]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[C@H:2]([C:11]([NH:13][C@@H:14]([C:19]([NH:21][CH2:22][C:23]([O:25]C)=[O:24])=[O:20])[CH2:15][CH2:16][S:17][CH3:18])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.CO.[OH-].[Na+]>CO.C(Cl)(Cl)Cl>[NH:1]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[C@H:2]([C:11]([NH:13][C@@H:14]([C:19]([NH:21][CH2:22][C:23]([OH:25])=[O:24])=[O:20])[CH2:15][CH2:16][S:17][CH3:18])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 13216983Boc-Tyr-D-Met-Gly-OMe

Product 1

HCID 12919645N-(tert-Butoxycarbonyl)-L-tyrosyl-D-methionylglycine

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

The title compound of Example 3 (12.6 g., 26 mmoles) is dissolved in 78 ml. of methanol and 78 ml of 1 N sodium hydroxide is added dropwise with stirring to give a clear solution. After 1/2 hour, the tlc (5 percent methanol-chloroform) showed that saponification was complete.

Workup

  1. customto give a clear solution

Sources & evidence

ORD record
ord-0d5d9f80418e4e99bde050a5fdbf73e6
Source dataset
uspto-grants-1983_10
Patent number
US04407746

Reaction notes

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