Methanesulfonyl 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 methanesulfonate

HRID 630611Notes

Reaction equation

HRID 630611 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[OH:6][CH2:7][C@:8]([OH:58])([CH3:57])[C:9](=[O:56])[C@@H:10]([NH:15][C:16](=[O:55])[C@@H:17]([NH:25][C:26](=[O:54])[C@@H:27]([NH:32][C:33](=[O:53])[C@@H:34]([NH:43][C:44](=[O:52])[CH2:45][N:46]1[CH2:51][CH2:50][O:49][CH2:48][CH2:47]1)[CH2:35][CH2:36][C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[CH2:28][CH:29]([CH3:31])[CH3:30])[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH2:11][CH:12]([CH3:14])[CH3:13]>>[CH3:1][S:2]([O:6][CH2:7][C@:8]([OH:58])([CH3:57])[C:9](=[O:56])[C@H:10]([CH2:11][CH:12]([CH3:13])[CH3:14])[NH:15][C:16](=[O:55])[C@H:17]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[NH:25][C:26](=[O:54])[C@H:27]([CH2:28][CH:29]([CH3:31])[CH3:30])[NH:32][C:33](=[O:53])[C@H:34]([CH2:35][CH2:36][C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1)[NH:43][C:44](=[O:52])[CH2:45][N:46]1[CH2:51][CH2:50][O:49][CH2:48][CH2:47]1)(=[O:4])=[O:3]

Participants

3

Reactant 2

HCID 31297Methanesulfonyl 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 72737693(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 methanesulfonate

Procedure

Prepared according to procedures described above, by reacting methanesulfonyl 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 C41H61N5O10S m/z: 816 (M+H)+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-651179c516c2481f821a6fbd764a8ddd
Source dataset
uspto-grants-2016_04
Patent number
US09315542B2

Reaction notes

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