(+-)-Normetanephrine → HCID 131726407, compound

HRID 1349305Notes

Reaction equation

C(O[C:6]([N:8]1[CH2:12][C:11](=[N:13][O:14][CH3:15])[CH2:10][C@H:9]1[C:16]([OH:18])=O)=[O:7])(C)(C)C.[CH3:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26]1[CH:31]=[CH:30][C:29](C(O)=O)=[CH:28][CH:27]=1.[NH2:35][CH2:36][CH:37]([C:39]1[CH:44]=[CH:43][C:42]([OH:45])=[C:41]([O:46][CH3:47])[CH:40]=1)[OH:38]>>[OH:38][CH:37]([C:39]1[CH:44]=[CH:43][C:42]([OH:45])=[C:41]([O:46][CH3:47])[CH:40]=1)[CH2:36][NH:35][C:16]([C@@H:9]1[CH2:10][C:11](=[N:13][O:14][CH3:15])[CH2:12][N:8]1[C:6]([C:29]1[CH:28]=[CH:27][C:26]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[CH3:19])=[CH:31][CH:30]=1)=[O:7])=[O:18]

Participants

Reactant 3

HCID 1237(+-)-Normetanephrine

HCID 27598152'-Methyl-biphenyl-4-carboxylic acid

HCID 58714586(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid

Product 1

HCID 131726407HCID 131726407, compound

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid, 2′-methyl[1,1′-biphenyl]-4-carboxylic acid, and 4-[(1RS)-2-amino-1-hydroxyethyl]-2-methoxyphenol, the title compound was obtained in 67% purity by HPLC. MS(ESI+): m/z=518.

Sources & evidence

ORD record: ord-4aaec91ae7b44b0fb1d90f8cb39bc9a5
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07211601B2

Reaction notes

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