6-Benzoyl-2-naphthol → (2S)-3-{4-[3-(6-Benzoyl-naphthalen-2-yloxy)-propoxy]-phenyl}-2-methoxy-propionic acid

HRID 459223Notes

Reaction equation

HRID 459223 reaction equation
C([O:3][C:4](=[O:20])[C@@H:5]([O:18][CH3:19])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16]Br)=[CH:9][CH:8]=1)C.[OH:21][C:22]1[CH:23]=[C:24]2[C:29](=[CH:30][CH:31]=1)[CH:28]=[C:27]([C:32]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:33])[CH:26]=[CH:25]2>>[C:32]([C:27]1[CH:28]=[C:29]2[C:24](=[CH:25][CH:26]=1)[CH:23]=[C:22]([O:21][CH2:16][CH2:15][CH2:14][O:13][C:10]1[CH:9]=[CH:8][C:7]([CH2:6][C@H:5]([O:18][CH3:19])[C:4]([OH:3])=[O:20])=[CH:12][CH:11]=1)[CH:31]=[CH:30]2)(=[O:33])[C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1

Participants

3

Reactant 2

HCID 932716-Benzoyl-2-naphtholHCID 58822859(2S)-3-[4-(3-Bromopropoxy)-phenyl]-2-methoxy-propionic acid ethyl ester

Product 1

HCID 18443519(2S)-3-{4-[3-(6-Benzoyl-naphthalen-2-yloxy)-propoxy]-phenyl}-2-methoxy-propionic acid

Procedure

(2S)-3-[4-(3-Bromo-propoxy)-phenyl]-2-methoxy-propionic acid ethyl ester from Example 173, Step A was treated with (6-Hydroxy-naphthalen-2-yl)-phenyl-methanone under the Standard Procedure J. The compound thus obtained was allowed to react under Standard hydrolysis procedure C(NaOH) to give the title compound. MS(ES) for C30H28O6 [M+Na]+: 507, [M+H]+: 485.

Workup

  1. customThe compound thus obtained

Sources & evidence

ORD record
ord-888c2184cb2f4ac79c93e2418acf7586
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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