(S)-2-(3-Isopropyl-phenylamino)-3-(3,4,5-trimethoxyphenyl)-propionic acid → (S)-2-(3-Isopropyl-phenylamino)-N-{(S)-1-[(R)-3-methyl-1-((1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-butylcarbamoyl]-ethyl}-3-(3,4,5-trimethoxy-phenyl)-propionamide

HRID 1920645Notes

Reaction equation

HRID 1920645 reaction equation
C(O[C:6](=[O:31])[NH:7][C@H:8]([C:10](=[O:30])[NH:11][C@H:12]([B:17]1[O:25][C@H:24]2[C@:19]([CH3:29])([C@H:20]3[CH2:26][C@@H:22]([CH2:23]2)[C:21]3([CH3:28])[CH3:27])[O:18]1)[CH2:13][CH:14]([CH3:16])[CH3:15])[CH3:9])(C)(C)C.[CH:32]([C:35]1[CH:36]=[C:37]([NH:41][C@@H:42]([CH2:46][C:47]2[CH:52]=[C:51]([O:53][CH3:54])[C:50]([O:55][CH3:56])=[C:49]([O:57][CH3:58])[CH:48]=2)C(O)=O)[CH:38]=[CH:39][CH:40]=1)([CH3:34])[CH3:33]>>[CH:32]([C:35]1[CH:36]=[C:37]([NH:41][C@@H:42]([CH2:46][C:47]2[CH:48]=[C:49]([O:57][CH3:58])[C:50]([O:55][CH3:56])=[C:51]([O:53][CH3:54])[CH:52]=2)[C:6]([NH:7][C@H:8]([C:10](=[O:30])[NH:11][C@H:12]([B:17]2[O:25][C@H:24]3[C@:19]([CH3:29])([C@H:20]4[CH2:26][C@@H:22]([CH2:23]3)[C:21]4([CH3:27])[CH3:28])[O:18]2)[CH2:13][CH:14]([CH3:16])[CH3:15])[CH3:9])=[O:31])[CH:38]=[CH:39][CH:40]=1)([CH3:34])[CH3:33]

Participants

3

Reactant 2

HCID 67492445(S)-2-(3-Isopropyl-phenylamino)-3-(3,4,5-trimethoxyphenyl)-propionic acidHCID 67492721{(S)-1-[(R)-3-Methyl-1-((1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]-dec-4-yl)-butylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester

Product 1

HCID 20823717(S)-2-(3-Isopropyl-phenylamino)-N-{(S)-1-[(R)-3-methyl-1-((1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-butylcarbamoyl]-ethyl}-3-(3,4,5-trimethoxy-phenyl)-propionamide

Procedure

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

Sources & evidence

ORD record
ord-c5bc12c1435c4fea974627004b2bd4fe
Source dataset
uspto-grants-2012_05
Patent number
US08173128B2

Reaction notes

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