1,4-Dioxane hydrochloride → Methyl 3-amino-5-[(4-methylphenyl)thio]pentanoate

HRID 378137Notes

Reaction equation

HRID 378137 reaction equation
[NH2:1][CH:2]([CH2:7][CH2:8][S:9][C:10]1[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][CH:11]=1)[CH2:3][C:4]([OH:6])=[O:5].Cl.O1CCOC[CH2:19]1>CO>[NH2:1][CH:2]([CH2:7][CH2:8][S:9][C:10]1[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][CH:11]=1)[CH2:3][C:4]([O:6][CH3:19])=[O:5]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 22608686HCID 22608686, compound

Product 1

HCID 22608589Methyl 3-amino-5-[(4-methylphenyl)thio]pentanoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-amino-5-[(4-methylphenyl)thio]pentanoic acid (1.0 g) [prepared according to U.S. Pat. No. 5,409,939] in methanol (50 ml) was treated with 4N HCl/dioxane (10 ml). The reaction was stirred overnight at room temperature. The excess solvent was removed under reduced pressure. Methyl 3-amino-5-[(4-methylphenyl)thio]pentanoate (1.1 g) as a white solid was obtained. MS and 1H-NMR were consistent with the desired product.

Workup

  1. customThe excess solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-ac0b48e8a10b474c900dd1a2022b3fc8
Source dataset
uspto-grants-2000_02
Patent number
US06028223

Reaction notes

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