Methyl iodide → (R)-4-(benzyloxy)-2-(4-ethoxy-3-(morpholine-4-carboxamido)phenylsulfonamido)-N,N,N-trimethyl-4-oxobutan-1-aminium iodide

HRID 1958736Notes

Reaction equation

HRID 1958736 reaction equation
[CH3:1][N:2]([CH3:38])[CH2:3][C@H:4]([NH:16][S:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH3:28])=[C:22]([NH:29][C:30]([N:32]2[CH2:37][CH2:36][O:35][CH2:34][CH2:33]2)=[O:31])[CH:21]=1)(=[O:19])=[O:18])[CH2:5][C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7].[CH3:39][I:40]>>[I-:40].[CH2:9]([O:8][C:6](=[O:7])[CH2:5][C@@H:4]([NH:16][S:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH3:28])=[C:22]([NH:29][C:30]([N:32]2[CH2:33][CH2:34][O:35][CH2:36][CH2:37]2)=[O:31])[CH:21]=1)(=[O:18])=[O:19])[CH2:3][N+:2]([CH3:39])([CH3:1])[CH3:38])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 86641228(R)-benzyl 4-(dimethylamino)-3-(4-ethoxy-3-(morpholine-4-carboxamido)phenyl-sulfonamido)butanoate

Product 1

HCID 68743765(R)-4-(benzyloxy)-2-(4-ethoxy-3-(morpholine-4-carboxamido)phenylsulfonamido)-N,N,N-trimethyl-4-oxobutan-1-aminium iodide

Procedure

According to the method described in example S72b, (R)-benzyl 4-(dimethylamino)-3-(4-ethoxy-3-(morpholine-4-carboxamido)phenylsulfonamido)butanoate was reacted with methyl iodide to give the title compound as a white solid in quantitative yield. MS ESI 563.3 [M+H]+, calcd for [C27H38N4O7S+H]+ 563.25

Sources & evidence

ORD record
ord-8481927dd76449868f491633da5bf050
Source dataset
uspto-grants-2013_04
Patent number
US08410150B2

Reaction notes

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