2,6-Dimethoxy-3-methoxymethoxybenzeneboronic acid → HCID 53989823, compound

HRID 1060438Notes

Reaction equation

[CH3:1][O:2][C:3]1[C:8]([O:9][CH2:10][O:11][CH3:12])=[CH:7][CH:6]=[C:5]([O:13][CH3:14])[C:4]=1B(O)O.[CH3:18][O:19][C:20](=[O:48])[C@H:21]([CH2:33][C:34]1[CH:39]=[CH:38][C:37](OS(C(F)(F)F)(=O)=O)=[CH:36][CH:35]=1)[NH:22][C:23](=[O:32])[C:24]1[C:29]([Cl:30])=[CH:28][CH:27]=[CH:26][C:25]=1[Cl:31]>>[CH3:18][O:19][C:20](=[O:48])[C@H:21]([CH2:33][C:34]1[CH:35]=[CH:36][C:37]([C:4]2[C:5]([O:13][CH3:14])=[CH:6][CH:7]=[C:8]([O:9][CH2:10][O:11][CH3:12])[C:3]=2[O:2][CH3:1])=[CH:38][CH:39]=1)[NH:22][C:23](=[O:32])[C:24]1[C:25]([Cl:31])=[CH:26][CH:27]=[CH:28][C:29]=1[Cl:30]

Participants

Reactant 2

HCID 225720032,6-Dimethoxy-3-methoxymethoxybenzeneboronic acid

HCID 22970630HCID 22970630, compound

Product 1

HCID 53989823HCID 53989823, compound

Procedure

2,6-Dimethoxy-3-methoxymethoxybenzeneboronic 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(2,6-dimethoxy-3-methoxymethoxyphenyl)-L-phenylalanine methyl ester.

Sources & evidence

ORD record: ord-ef1d30e0c3d2449ea5a1d8fd48c04051
Source dataset: uspto-grants-2003_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06521666B1

Reaction notes

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