p-Bromobenzenesulfonyl chloride → 4-Bromo-benzenesulfonic acid (S)-2-(methyl-prop-2-ynyl-amino)-3-phenyl-propyl ester

HRID 1625543Notes

Reaction equation

HRID 1625543 reaction equation
[CH3:1][N:2]([CH2:13][C:14]#[CH:15])[C@@H:3]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:4][OH:5].[Br:16][C:17]1[CH:22]=[CH:21][C:20]([S:23](Cl)(=[O:25])=[O:24])=[CH:19][CH:18]=1>>[CH3:1][N:2]([CH2:13][C:14]#[CH:15])[C@@H:3]([CH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)[CH2:4][O:5][S:23]([C:20]1[CH:21]=[CH:22][C:17]([Br:16])=[CH:18][CH:19]=1)(=[O:25])=[O:24]

Participants

3

Reactant 2

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 57789236(2S)-2-[methyl(prop-2-yn-1-yl)amino]-3-phenylpropan-1-ol

Product 1

HCID 866329454-Bromo-benzenesulfonic acid (S)-2-(methyl-prop-2-ynyl-amino)-3-phenyl-propyl esterYield 47%

Procedure

Compound 4c is synthesized by general procedure K from 4b p-bromo-benzene sulfonyl chloride in 47% yield (1.58 g, 1.41 mmol).

Sources & evidence

ORD record
ord-77bfbb9f0c274f1ba0209de67f00b9a2
Source dataset
uspto-grants-2014_07
Patent number
US08784775B2

Reaction notes

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