Sodium Hydroxide → N-(5-Amino-2-mercaptomethylpentanoyl)-L-tryptophane

HRID 65871Notes

Reaction equation

HRID 65871 reaction equation
FC(F)(F)C(O)=O.C[O:9][C:10](=[O:35])[C@H:11]([CH2:25][C:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[NH:28][CH:27]=1)[NH:12][C:13](=[O:24])[CH:14]([CH2:19][S:20]C(=O)C)[CH2:15][CH2:16][CH2:17][NH2:18].[OH-].[Na+].[H][H]>CO>[NH2:18][CH2:17][CH2:16][CH2:15][CH:14]([CH2:19][SH:20])[C:13]([NH:12][C@H:11]([C:10]([OH:35])=[O:9])[CH2:25][C:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[NH:28][CH:27]=1)=[O:24]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 86736009HCID 86736009, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 53870878N-(5-Amino-2-mercaptomethylpentanoyl)-L-tryptophane

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N-(2-acetylthiomethyl-5-aminopentanoyl)-L-tryptophane methyl ester trifluoroacetate (3 g) in methanol (60 ml) N sodium hydroxide (60 ml) is added. After 4 hours the solution is applied to a column of Dowex 50 ion exchange resin in the hydrogen cycle. After washing with water, the N-(5-amino-2-mercaptomethylpentanoyl)-L-tryptophane is eluted with pyridine-acetic acid buffer at pH 6.5.

Workup

  1. washAfter washing with water
  2. washthe N-(5-amino-2-mercaptomethylpentanoyl)-L-tryptophane is eluted with pyridine-acetic acid buffer at pH 6.5

Sources & evidence

ORD record
ord-5c15ec3e3ecb4733ae4711b9d5ef0690
Source dataset
uspto-grants-1978_12
Patent number
US04129571

Reaction notes

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