4-Methoxybenzenesulfonyl chloride → Tert-butyl 2-{[(4-methoxyphenyl)sulfonyl]amino}-3-methylbutanoate

HRID 1393867Notes

Reaction equation

HRID 1393867 reaction equation
Cl.[C:2]([O:6][C:7](=[O:13])[C@H:8]([CH:10]([CH3:12])[CH3:11])[NH2:9])([CH3:5])([CH3:4])[CH3:3].[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1.C(N(CC)CC)C>ClCCl>[CH3:14][O:15][C:16]1[CH:17]=[CH:18][C:19]([S:22]([NH:9][CH:8]([CH:10]([CH3:11])[CH3:12])[C:7]([O:6][C:2]([CH3:5])([CH3:4])[CH3:3])=[O:13])(=[O:24])=[O:23])=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 8471TriethylamineHCID 12490702tert-butyl (2S)-2-amino-3-methylbutanoate hydrochloride

Product 1

HCID 10783604Tert-butyl 2-{[(4-methoxyphenyl)sulfonyl]amino}-3-methylbutanoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Valine tert-butyl ester hydrochloride is reacted with 4-methoxybenzenesulfonyl chloride in dichloromethane in the presence of triethylamine, to give tert-butyl 2-{[(4-methoxyphenyl)sulfonyl]amino}-3-methylbutanoate.

Sources & evidence

ORD record
ord-11278647e6234e5ca65db9883609ea29
Source dataset
uspto-grants-2008_03
Patent number
US07348017B2

Reaction notes

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