4-Decylbenzene-1-sulfonyl chloride → (R)-benzyl 3-(4-decylphenylsulfonamido)-4-(dimethylamino)butanoate

HRID 1958737Notes

Reaction equation

HRID 1958737 reaction equation
[NH2:1][C@@H:2]([CH2:14][N:15]([CH3:17])[CH3:16])[CH2:3][C:4]([O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:5].[CH2:18]([C:28]1[CH:33]=[CH:32][C:31]([S:34](Cl)(=[O:36])=[O:35])=[CH:30][CH:29]=1)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]>>[CH2:18]([C:28]1[CH:29]=[CH:30][C:31]([S:34]([NH:1][C@@H:2]([CH2:14][N:15]([CH3:16])[CH3:17])[CH2:3][C:4]([O:6][CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:5])(=[O:36])=[O:35])=[CH:32][CH:33]=1)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]

Participants

3

Reactant 2

HCID 125827874-Decylbenzene-1-sulfonyl chlorideHCID 46223508(R)-benzyl 3-amino-4-(dimethylamino)butanoate

Product 1

HCID 86641229(R)-benzyl 3-(4-decylphenylsulfonamido)-4-(dimethylamino)butanoateYield 94%

Procedure

According to the method described in example S72a, (R)-benzyl 3-amino-4-(dimethylamino)butanoate (27 mg, 0.086 mmol) was reacted with 4-decylbenzene-1-sulfonyl chloride to yield the title compound as a white solid (50 mg, 94%). MS ESI 517.4 [M+H]+, calcd for [C29H44N2O4S+H]+ 517.3

Sources & evidence

ORD record
ord-43de5c4380374e30ae9c9f813e6379c3
Source dataset
uspto-grants-2013_04
Patent number
US08410150B2

Reaction notes

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