4-(Propargyloxy)-2,6-dimethylbenzene-1-sulfonyl chloride → (4S,7S,10S,13S)-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 2,6-dimethyl-4-(prop-2-yn-1-yloxy)benzenesulfonate
Reaction equation
[CH2:1]([O:4][C:5]1[CH:10]=[C:9]([CH3:11])[C:8]([S:12](Cl)(=[O:14])=[O:13])=[C:7]([CH3:16])[CH:6]=1)[C:2]#[CH:3].[OH:17][CH2:18][C@:19]([OH:69])([CH3:68])[C:20](=[O:67])[C@@H:21]([NH:26][C:27](=[O:66])[C@@H:28]([NH:36][C:37](=[O:65])[C@@H:38]([NH:43][C:44](=[O:64])[C@@H:45]([NH:54][C:55](=[O:63])[CH2:56][N:57]1[CH2:62][CH2:61][O:60][CH2:59][CH2:58]1)[CH2:46][CH2:47][C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1)[CH2:39][CH:40]([CH3:42])[CH3:41])[CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[CH2:22][CH:23]([CH3:25])[CH3:24]>>[CH3:11][C:9]1[CH:10]=[C:5]([O:4][CH2:1][C:2]#[CH:3])[CH:6]=[C:7]([CH3:16])[C:8]=1[S:12]([O:17][CH2:18][C:19]([OH:69])([CH3:68])[C:20](=[O:67])[C@H:21]([CH2:22][CH:23]([CH3:24])[CH3:25])[NH:26][C:27](=[O:66])[C@H:28]([CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[NH:36][C:37](=[O:65])[C@H:38]([CH2:39][CH:40]([CH3:42])[CH3:41])[NH:43][C:44](=[O:64])[C@H:45]([CH2:46][CH2:47][C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1)[NH:54][C:55](=[O:63])[CH2:56][N:57]1[CH2:62][CH2:61][O:60][CH2:59][CH2:58]1)(=[O:14])=[O:13]Participants
3
Reactant 2
Product 1
Procedure
Prepared in a similar manner to compound 13, except from 4-(propargyloxy)-2,6-dimethylbenzene-1-sulfonyl chloride and (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.
Sources & evidence
- ORD record
- ord-8107a96c2cee4bbfa657fe99e76228f2
- Source dataset
- uspto-grants-2016_04
- Patent number
- US09309283B2
Reaction notes
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