Ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)propanoate → HCID 20765810, compound

HRID 984390Notes

Reaction equation

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

Participants

Reactant 2

HCID 9816147Ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)propanoate

HCID 69800282HCID 69800282, compound

Product 1

HCID 20765810HCID 20765810, compoundYield 59%

Procedure

The title compound (280 mg, 59%) was prepared as a colourless solid from (E)-3-(3′-methoxy-biphenyl-4-yl)-but-2-en-1-ol (254 mg, 1.00 mmol) and (S)-ethyl 2-ethoxy-3-(4-hydroxyphenyl)-propionate (250 mg, 1.05 mmol) by a procedure analogous to that described in example 52c.

Sources & evidence

ORD record: ord-847c74f3ee2d4b07a956438d9c1104fc
Source dataset: uspto-grants-2005_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06867218B2

Reaction notes

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