Ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)propanoate → (E)-(S)-ethyl 2-ethoxy-3-{4-[3-(5'-chloro-2'-methoxy-biphenyl-4-yl)-but-2-enyloxy]-phenyl}-propionate

HRID 984325Notes

Reaction equation

HRID 984325 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:19][CH3:20])=[C:6]([C:8]2[CH:13]=[CH:12][C:11](/[C:14](/[CH3:18])=[CH:15]/[CH2:16][OH:17])=[CH:10][CH:9]=2)[CH:7]=1.[CH2:21]([O:23][C@@H:24]([CH2:30][C:31]1[CH:36]=[CH:35][C:34](O)=[CH:33][CH:32]=1)[C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH3:22]>>[CH2:21]([O:23][C@@H:24]([CH2:30][C:31]1[CH:32]=[CH:33][C:34]([O:17][CH2:16]/[CH:15]=[C:14](/[C:11]2[CH:12]=[CH:13][C:8]([C:6]3[CH:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=3[O:19][CH3:20])=[CH:9][CH:10]=2)\[CH3:18])=[CH:35][CH:36]=1)[C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH3:22]

Participants

3

Reactant 2

HCID 9816147Ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)propanoateHCID 69799843(E)-3-(5'-chloro-2'-methoxy-biphenyl-4-yl)-but-2-en-1-ol

Product 1

HCID 86589949(E)-(S)-ethyl 2-ethoxy-3-{4-[3-(5'-chloro-2'-methoxy-biphenyl-4-yl)-but-2-enyloxy]-phenyl}-propionateYield 61.3%

Procedure

The title compound (0.54 g, 61% yield) was prepared from (E)-3-(5′-chloro-2′-methoxy-biphenyl-4-yl)-but-2-en-1-ol (0.50 g, 1.73 mmol) and (S)-ethyl 2-ethoxy-3-(4-hydroxyphenyl)-propionate (0.433 g, 1.82 mmol) by a procedure analogous to that described in example 52 c.

Sources & evidence

ORD record
ord-b817ab70fa4742a1bd72bd4bae4fca81
Source dataset
uspto-grants-2005_03
Patent number
US06867218B2

Reaction notes

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