Potassium Carbonate → Ethyl 3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]-2-(4-methylphenoxy)propionate

HRID 1860061Notes

Reaction equation

HRID 1860061 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([O:15][C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=2)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1.CS(O[CH2:28][CH2:29][NH:30][C:31](=[O:37])[O:32][C:33]([CH3:36])([CH3:35])[CH3:34])(=O)=O.C(=O)([O-])[O-].[K+].[K+]>>[C:33]([O:32][C:31]([NH:30][CH2:29][CH2:28][O:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([O:15][C:16]2[CH:17]=[CH:18][C:19]([CH3:22])=[CH:20][CH:21]=2)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1)=[O:37])([CH3:36])([CH3:35])[CH3:34]

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 18626029Ethyl 3-(4-hydroxyphenyl)-2-(4-methylphenoxy)propionateHCID 22605302tert-Butyl N-(2-((methylsulfonyl)oxy)ethyl)carbamate

Product 1

HCID 18625858Ethyl 3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]-2-(4-methylphenoxy)propionateYield 58.9%

Procedure

In a similar manner to that described in Reference example 25, a reaction was carried out using ethyl 3-(4-hydroxyphenyl)-2-(4-methylphenoxy)propionate (300 mg), which is the-product of Reference example 35(c), t-butyl 2-methanesulfonyloxy-ethylcarbamate (598 mg) and potassium carbonate (691 mg) and the reaction mixture was treated to afford the title compound (261 mg) as a colorless oil.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-18e5092098d148debc4511b610eed4c0
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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