Potassium Carbonate → HCID 86758864, compound

HRID 1860043Notes

Reaction equation

HRID 1860043 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 54265940HCID 54265940, compound

Product 1

HCID 86758864HCID 86758864, compoundYield 91.2%

Procedure

In a similar manner to that described in Reference example 25, a reaction was carried out using 2-trimethylsilylethyl (S)-3-(4-hydroxyphenyl)-2-(4-isopropylphenoxy)propionate (4.80 g), which is the product of Reference example 29(e), t-butyl 2-methanesulfonyloxyethylcarbamate (7.17 g) and potassium carbonate (8.28 g) and the reaction mixture was treated to afford the desired compound (5.94 g) as a colorless oil.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-4abdae7f3d0140cd8638bc355209ccb0
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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