5,6,7,8-Tetrahydro-2-naphthol → (2S)-2-Methoxy-3-{4-[3-(5,6,7,8-tetrahydro-naphthalen-2-yloxy)-propoxy]-phenyl}-propionic acid

HRID 459219Notes

Reaction equation

HRID 459219 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.[CH:21]1[C:30]2[CH2:29][CH2:28][CH2:27][CH2:26][C:25]=2[CH:24]=[CH:23][C:22]=1[OH:31].[OH-].[Na+]>>[CH3:19][O:18][C@@H:5]([CH2:6][C:7]1[CH:8]=[CH:9][C:10]([O:13][CH2:14][CH2:15][CH2:16][O:31][C:22]2[CH:23]=[CH:24][C:25]3[CH2:26][CH2:27][CH2:28][CH2:29][C:30]=3[CH:21]=2)=[CH:11][CH:12]=1)[C:4]([OH:3])=[O:20]

Participants

4

Reactant 3

HCID 143055,6,7,8-Tetrahydro-2-naphtholHCID 14798Sodium HydroxideHCID 58822859(2S)-3-[4-(3-Bromopropoxy)-phenyl]-2-methoxy-propionic acid ethyl ester

Product 1

HCID 10200040(2S)-2-Methoxy-3-{4-[3-(5,6,7,8-tetrahydro-naphthalen-2-yloxy)-propoxy]-phenyl}-propionic acid

Procedure

(2S)-3-[4-(3-Bromo-propoxy)-phenyl]-2-methoxy-propionic acid ethyl ester from Example 173, Step A was treated with 5,6,7,8-Tetrahydro-naphthalen-2-ol 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 C23H28NO5 [M+Na]+: 407, [M+H]+: 385.

Workup

  1. customThe compound thus obtained

Sources & evidence

ORD record
ord-36c2dcb5e63845a0930e04d038ee2347
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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