(S)-2-(Biphenyl-3-ylamino)-3-(4-methoxy-phenyl)-propionic acid → (S)-2-[(S)-2-(Biphenyl-3-ylamino)-3-(4-methoxy-phenyl)-propionylamino]-3-methyl-N-[(R)-2-phenyl-1-((1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-ethyl]-butyramide

HRID 1920647Notes

Reaction equation

HRID 1920647 reaction equation
C(O[C:6](=[O:36])[NH:7][C@H:8]([C:12](=[O:35])[NH:13][C@H:14]([B:22]1[O:30][C@H:29]2[C@:24]([CH3:34])([C@H:25]3[CH2:31][C@@H:27]([CH2:28]2)[C:26]3([CH3:33])[CH3:32])[O:23]1)[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH:9]([CH3:11])[CH3:10])(C)(C)C.[C:37]1([C:57]2[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=2)[CH:42]=[CH:41][CH:40]=[C:39]([NH:43][C@@H:44]([CH2:48][C:49]2[CH:54]=[CH:53][C:52]([O:55][CH3:56])=[CH:51][CH:50]=2)C(O)=O)[CH:38]=1>>[C:37]1([C:57]2[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=2)[CH:42]=[CH:41][CH:40]=[C:39]([NH:43][C@@H:44]([CH2:48][C:49]2[CH:54]=[CH:53][C:52]([O:55][CH3:56])=[CH:51][CH:50]=2)[C:6]([NH:7][C@@H:8]([CH:9]([CH3:11])[CH3:10])[C:12]([NH:13][C@H:14]([B:22]2[O:30][C@H:29]3[C@:24]([CH3:34])([C@H:25]4[CH2:31][C@@H:27]([CH2:28]3)[C:26]4([CH3:33])[CH3:32])[O:23]2)[CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:35])=[O:36])[CH:38]=1

Participants

3

Reactant 2

HCID 67492714(S)-2-(Biphenyl-3-ylamino)-3-(4-methoxy-phenyl)-propionic acidHCID 67492717{(S)-2-Methyl-1-[(R)-2-phenyl-1-((1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-ethylcarbamoyl]-propyl}-carbamic acid tert-butyl ester

Product 1

HCID 20823723(S)-2-[(S)-2-(Biphenyl-3-ylamino)-3-(4-methoxy-phenyl)-propionylamino]-3-methyl-N-[(R)-2-phenyl-1-((1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-ethyl]-butyramide

Procedure

The title compound is prepared as described in example 1 but using {(S)-2-Methyl-1-[(R)-2-phenyl-1-((1S,2S,6R,8S)-2,9,9-trimethyl-3,5dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-ethylcarbamoyl]-propyl}-carbamic acid tert-butyl ester and (S)-2-(Biphenyl-3-ylamino)-3-(4-methoxy-phenyl)-propionic acid.

Sources & evidence

ORD record
ord-3f5a4705622e4f85817978bd67c150ae
Source dataset
uspto-grants-2012_05
Patent number
US08173128B2

Reaction notes

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