HCID 74058492, compound → HCID 72395075, compound

HRID 2214632Notes

Reaction equation

HRID 2214632 reaction equation
[C:1]([O:5][C:6](=[O:29])[CH2:7][O:8][N:9]([C:18](=[O:28])[CH:19]=[C:20]1[C:24](=[O:25])[O:23][C:22](C)(C)[O:21]1)[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)([CH3:4])([CH3:3])[CH3:2]>CO>[CH3:22][O:23][C:24](=[O:25])[C:20]([OH:21])=[CH:19][C:18](=[O:28])[N:9]([O:8][CH2:7][C:6]([O:5][C:1]([CH3:3])([CH3:4])[CH3:2])=[O:29])[CH2:10][C:11]1[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=1

Participants

3

Reactant 1

HCID 74058492HCID 74058492, compound

Product 1

HCID 72395075HCID 72395075, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

[[2-(2,2-Dimethyl-5-oxo-[1,3]-dioxolan-4-ylidene)-acetyl]-(4-fluorobenzyl)-aminooxy]-acetic acid tert-butyl ester was treated with methanol as described in the preparation of Compound 44-D and gave the title ester as a clear oil (69% yield). 1HNMR 400 MHz (CDCl3) δ (ppm): 1.50 (9H, s, t-Bu), 3.92 (3H, s, OCH3), 4.35 (2H, s, CH2), 4.94 (2H, s, CH2), 6.55 (1H, s, CH), 7.05 (2H, m, aromatics), 7.39 (2H, m, aromatics), 13.35 (1H, broad s, OH). HRMS (ES+) calculated for C18H23FNO7, [M+H]+: 384.145856. found: 384.146214.

Workup

  1. customas described in the preparation of Compound 44-D

Sources & evidence

ORD record
ord-ca0c4b51f74c4827837d5ba2e255244c
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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