HCID 9992682, compound → HCID 86631768, compound

HRID 2358471Notes

Reaction equation

HRID 2358471 reaction equation
C(C1C=CC=C(OC)C=1C[C:6]1[C:19]2[C:18](=[O:20])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11](=[O:21])[C:10]=2[CH:9]=[C:8]([O:22][CH3:23])[C:7]=1[C:24]([O:26]C(C)(C)C)=[O:25])=O.C([Si](OCCC(OCOC)C#C)(C)C)(C)(C)C>>[CH3:23][O:22][C:8]1[C:7]([C:24]([OH:26])=[O:25])=[CH:6][C:19]2[C:18](=[O:20])[C:17]3[C:12]([C:11](=[O:21])[C:10]=2[CH:9]=1)=[CH:13][CH:14]=[CH:15][CH:16]=3

Participants

3

Reactant 2

HCID 9992682HCID 9992682, compoundHCID 23658642HCID 23658642, compound

Product 1

HCID 86631768HCID 86631768, compound

Procedure

Analogously to example 12, tert-butyl 1-(2′-formyl-6′-methoxybenzyl)-3-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate was reacted with tert-butyl-(3-methoxymethoxypent-4-ynyloxy)dimethylsilane. After work-up by column chromatography on silica gel (CHCl3/EA 95:5), the addition product tert-butyl 6″-(tert-butyldimethylsilanyloxy)-1″-hydroxy-4″-methoxymethoxyhex-2″-ynyl]-6′-methoxybenzyl}-3-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid could be obtained in the form of a yellow oil (230 mg, 0.31 mmol, 75%).

Sources & evidence

ORD record
ord-e6b95d835f074bca94dcc6dc9f11fe6e
Source dataset
uspto-grants-2010_07
Patent number
US07763740B2

Reaction notes

Loading…