(3R)-1-(1-{[tert-Butyl(diphenyl)silyl]oxy}-1,2-dihydro-5-acenaphthylenyl)-3-methylpiperazine → (1S)-1-{2-[(2R)-4-(1-{[tert-Butyl(diphenyl)silyl]-oxy}-1,2-dihydro-5-acenaphthylenyl)-2-methyl-piperazinyl]ethyl}-3,4-dihydro-1H-2-benzopyran-6-carboxamide

HRID 2056736Notes

Reaction equation

HRID 2056736 reaction equation
[Si:1]([O:18][CH:19]1[C:29]2=[C:30]3[C:25](=[CH:26][CH:27]=[CH:28]2)[C:24]([N:31]2[CH2:36][CH2:35][NH:34][C@H:33]([CH3:37])[CH2:32]2)=[CH:23][CH:22]=[C:21]3[CH2:20]1)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CS(O[CH2:43][CH2:44][C@H:45]1[C:50]2[CH:51]=[CH:52][C:53]([C:55]([NH2:57])=[O:56])=[CH:54][C:49]=2[CH2:48][CH2:47][O:46]1)(=O)=O>>[Si:1]([O:18][CH:19]1[C:29]2=[C:30]3[C:25](=[CH:26][CH:27]=[CH:28]2)[C:24]([N:31]2[CH2:36][CH2:35][N:34]([CH2:43][CH2:44][C@H:45]4[C:50]5[CH:51]=[CH:52][C:53]([C:55]([NH2:57])=[O:56])=[CH:54][C:49]=5[CH2:48][CH2:47][O:46]4)[C@H:33]([CH3:37])[CH2:32]2)=[CH:23][CH:22]=[C:21]3[CH2:20]1)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 69307869(3R)-1-(1-{[tert-Butyl(diphenyl)silyl]oxy}-1,2-dihydro-5-acenaphthylenyl)-3-methylpiperazineHCID 865960122-[(1S)-6-(aminocarbonyl)-3,4-dihydro-1H-2-benzopyran-1-yl]ethyl methanesulfonate

Product 1

HCID 69306498(1S)-1-{2-[(2R)-4-(1-{[tert-Butyl(diphenyl)silyl]-oxy}-1,2-dihydro-5-acenaphthylenyl)-2-methyl-piperazinyl]ethyl}-3,4-dihydro-1H-2-benzopyran-6-carboxamide

Procedure

(3R)-1-(1-{[tert-Butyl(diphenyl)silyl]oxy}-1,2-dihydro-5-acenaphthylenyl)-3-methylpiperazine was condensed with 2-[(1S)-6-(aminocarbonyl)-3,4-dihydro-1H-2-benzopyran-1-yl]ethyl methanesulfonate, as described for Example 1b).

Sources & evidence

ORD record
ord-c2d3b723c73e445892642cf7114c9f37
Source dataset
uspto-grants-2008_02
Patent number
US07335660B2

Reaction notes

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