(2S)-3-{4-[2-(biphenyl-4-yloxy)-ethoxy]-phenyl}-2-methoxy-propionic acid → HCID 18443601, compound

HRID 459405Notes

Reaction equation

HRID 459405 reaction equation
[C:1]1([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][C:4]([O:7][CH2:8][CH2:9][CH2:10][OH:11])=[CH:3][CH:2]=1.C[O:19][C:20](=[O:33])[CH:21]([O:30][CH2:31][CH3:32])[CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25](O)[CH:24]=1.C1(C2C=CC=CC=2)C=CC(OCCOC2C=CC(C[C@H](OC)C(O)=O)=CC=2)=CC=1>>[C:1]1([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:6]=[CH:5][C:4]([O:7][CH2:8][CH2:9][CH2:10][O:11][C:27]2[CH:28]=[C:23]([CH2:22][CH:21]([O:30][CH2:31][CH3:32])[C:20]([OH:33])=[O:19])[CH:24]=[CH:25][CH:26]=2)=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 10135109(2S)-3-{4-[2-(biphenyl-4-yloxy)-ethoxy]-phenyl}-2-methoxy-propionic acidHCID 283517393-(4-Phenylphenoxy)-1-propanolHCID 58822676HCID 58822676, compound

Product 1

HCID 18443601HCID 18443601, compound

Procedure

The title compound was prepared from 3-(biphenyl-4-yloxy)-propan-1-ol (Example 291, Step 6) and 2-ethoxy-3-(3-hydroxy-phenyl)-propionic acid methyl ester (Example 378, Step 4) via the same procedure used for the preparation of (2S)-3-{4-[2-(biphenyl-4-yloxy)-ethoxy]-phenyl}-2-methoxy-propionic acid (Example 283, Step 3) to produce a white solid. The crude material was submitted to chiral HPLC separation to afford the single enantiomer isomer 1. (ES) for C26H28O5 [M+NH4]+: 438.0, [M+Na]+: 443.0.

Workup

  1. customto produce a white solid
  2. customThe crude material was submitted to chiral HPLC separation
  3. customto afford the single enantiomer isomer 1

Sources & evidence

ORD record
ord-e96fbc2acc644a56a436fa6ca83d6372
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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