4-But-2-ynyloxy-benzenesulfonyl chloride → HCID 54394859, compound

HRID 1976401Notes

Reaction equation

HRID 1976401 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:10])[CH:5]([CH:7]([CH3:9])[CH3:8])[NH2:6].[CH2:11]([O:15][C:16]1[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1)[C:12]#[C:13][CH3:14]>>[CH3:2][O:3][C:4](=[O:10])[CH:5]([NH:6][S:22]([C:19]1[CH:18]=[CH:17][C:16]([O:15][CH2:11][C:12]#[C:13][CH3:14])=[CH:21][CH:20]=1)(=[O:24])=[O:23])[CH:7]([CH3:9])[CH3:8]

Participants

3

Reactant 2

HCID 111959284-But-2-ynyloxy-benzenesulfonyl chlorideHCID 12498813Valine, methyl ester, hydrochloride (1:1)

Product 1

HCID 54394859HCID 54394859, compound

Procedure

According to the procedure of Example 20, 1.500 g (8.95 mmol) of D,L-valine methyl ester hydrochloride and 2.19 g (8.95 mmol) of 4-but-2-ynyloxybenzenesulfonyl chloride provided 2.15 g of the NH-sulfonamide ester, 2-(4-but-2-ynyloxy-benzenesulfonylamino)-3-methyl-butyric acid methyl ester, as a white solid.

Sources & evidence

ORD record
ord-2632b47cfd0a471d813ab7ee36c227fe
Source dataset
uspto-grants-2001_05
Patent number
US06225311B1

Reaction notes

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