4-Toluenesulfonyl chloride → (4S,7S,10S,13S,15R)-10-benzyl-15-hydroxy-7,13-diisobutyl-15-methyl-1-morpholino-2,5,8,11,14-pentaoxo-4-phenethyl-3,6,9,12-tetraazahexadecan-16-yl 4-methylbenzenesulfonate

HRID 628142Notes

Reaction equation

HRID 628142 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[OH:12][CH2:13][C@:14]([OH:64])([CH3:63])[C:15](=[O:62])[C@@H:16]([NH:21][C:22](=[O:61])[C@@H:23]([NH:31][C:32](=[O:60])[C@@H:33]([NH:38][C:39](=[O:59])[C@@H:40]([NH:49][C:50](=[O:58])[CH2:51][N:52]1[CH2:57][CH2:56][O:55][CH2:54][CH2:53]1)[CH2:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)[CH2:34][CH:35]([CH3:37])[CH3:36])[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:17][CH:18]([CH3:20])[CH3:19]>>[CH3:11][C:1]1[CH:6]=[CH:5][C:4]([S:7]([O:12][CH2:13][C@:14]([OH:64])([CH3:63])[C:15](=[O:62])[C@H:16]([CH2:17][CH:18]([CH3:19])[CH3:20])[NH:21][C:22](=[O:61])[C@H:23]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[NH:31][C:32](=[O:60])[C@H:33]([CH2:34][CH:35]([CH3:37])[CH3:36])[NH:38][C:39](=[O:59])[C@H:40]([CH2:41][CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[NH:49][C:50](=[O:58])[CH2:51][N:52]2[CH2:57][CH2:56][O:55][CH2:54][CH2:53]2)(=[O:9])=[O:8])=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 86715358(S)-N-((S)-1-(((2R,4S)-1,2-dihydroxy-2,6-dimethyl-3-oxoheptan-4-yl)amino)-1-oxo-3-phenylpropan-2-yl)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamide

Product 1

HCID 72737694(4S,7S,10S,13S,15R)-10-benzyl-15-hydroxy-7,13-diisobutyl-15-methyl-1-morpholino-2,5,8,11,14-pentaoxo-4-phenethyl-3,6,9,12-tetraazahexadecan-16-yl 4-methylbenzenesulfonate

Procedure

Prepared according to procedures described above, by reacting p-toluenesulfonyl chloride with (S)—N—((S)-1-(((2R,4S)-1,2-dihydroxy-2,6-dimethyl-3-oxoheptan-4-yl)amino)-1-oxo-3-phenylpropan-2-yl)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamide. MS for C47H65N5O10S m/z: 892 (M+H)+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-43372cf6c5dc40e49cba15654233326b
Source dataset
uspto-grants-2016_04
Patent number
US09309283B2

Reaction notes

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