4-(N-Allyl-N-tert-butoxycarbonylamino)-2,6-dimethoxybenzeneboronic acid → HCID 53992170, compound

HRID 1060435Notes

Reaction equation

HRID 1060435 reaction equation
[CH2:1]([N:4]([C:12]1[CH:17]=[C:16]([O:18][CH3:19])[C:15](B(O)O)=[C:14]([O:23][CH3:24])[CH:13]=1)[C:5]([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:6])[CH:2]=[CH2:3].[CH3:25][O:26][C:27](=[O:55])[C@H:28]([CH2:40][C:41]1[CH:46]=[CH:45][C:44](OS(C(F)(F)F)(=O)=O)=[CH:43][CH:42]=1)[NH:29][C:30](=[O:39])[C:31]1[C:36]([Cl:37])=[CH:35][CH:34]=[CH:33][C:32]=1[Cl:38]>>[CH3:25][O:26][C:27](=[O:55])[C@H:28]([CH2:40][C:41]1[CH:42]=[CH:43][C:44]([C:15]2[C:16]([O:18][CH3:19])=[CH:17][C:12]([N:4]([CH2:1][CH:2]=[CH2:3])[C:5]([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:6])=[CH:13][C:14]=2[O:23][CH3:24])=[CH:45][CH:46]=1)[NH:29][C:30](=[O:39])[C:31]1[C:32]([Cl:38])=[CH:33][CH:34]=[CH:35][C:36]=1[Cl:37]

Participants

3

Reactant 2

HCID 225716724-(N-Allyl-N-tert-butoxycarbonylamino)-2,6-dimethoxybenzeneboronic acidHCID 22970630HCID 22970630, compound

Product 1

HCID 53992170HCID 53992170, compound

Procedure

4-(N-Allyl-N-tert-butoxycarbonylamino)-2,6-dimethoxybenzeneboronic acid and N-(2,6-dichlorobenzoyl)-O-(trifluoromethanesulfonyl)-L-tyrosine methyl ester were coupled by a similar method as described in Example 7-2) to give N-(2,6-dichlorobenzoyl)-4-[-4-(N-allyl-N-tert-butoxycarbonylamino)-2,6-dimethoxyphenyl]-L-phenylalanine methyl ester.

Sources & evidence

ORD record
ord-d7b1923f45d74f3a811d7c06c19b62b2
Source dataset
uspto-grants-2003_02
Patent number
US06521666B1

Reaction notes

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