Potassium Carbonate → HCID 86758865, compound

HRID 1860049Notes

Reaction equation

HRID 1860049 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C@@H:9]([O:19][C:20]2[CH:25]=[CH:24][C:23]([CH:26]([CH3:28])[CH3:27])=[CH:22][CH:21]=2)[C:10]([O:12][CH2:13][CH2:14][Si:15]([CH3:18])([CH3:17])[CH3:16])=[O:11])=[CH:4][CH:3]=1.CS(O[CH2:34][CH2:35][NH:36][C:37](=[O:43])[O:38][C:39]([CH3:42])([CH3:41])[CH3:40])(=O)=O.C(=O)([O-])[O-].[K+].[K+]>>[C:39]([O:38][C:37]([NH:36][CH2:35][CH2:34][O:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C@@H:9]([O:19][C:20]2[CH:21]=[CH:22][C:23]([CH:26]([CH3:28])[CH3:27])=[CH:24][CH:25]=2)[C:10]([O:12][CH2:13][CH2:14][Si:15]([CH3:17])([CH3:18])[CH3:16])=[O:11])=[CH:4][CH:3]=1)=[O:43])([CH3:42])([CH3:41])[CH3:40]

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 22605302tert-Butyl N-(2-((methylsulfonyl)oxy)ethyl)carbamateHCID 54265939HCID 54265939, compound

Product 1

HCID 86758865HCID 86758865, compoundYield 88%

Procedure

In a similar manner to that described in Reference example 25, a reaction was carried out using 2-trimethylsilylethyl (R)-3-(4-hydroxyphenyl)-2-(4-isopropylphenoxy)propionate (221 mg), which is the product of Reference example 30(e), t-butyl 2-methanesulfonyloxyethylcarbamate (330 mg) and potassium carbonate (381 mg) and the reaction mixture was treated to afford the desired compound (264 mg) as a colorless oil.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-70e96bba93f240acbcfe73af63dc10fb
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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