3,4-Dimethoxyphenol → HCID 66673140, compound

HRID 422911Notes

Reaction equation

C([O:4][CH2:5][C@@:6]([NH:19]C(=O)C)([CH3:18])[CH2:7][CH2:8][C:9]1[O:10][C:11]([C:14]#[C:15][CH2:16]Br)=[CH:12][CH:13]=1)(=O)C.[CH3:23][O:24][C:25]1[CH:26]=[C:27]([OH:33])[CH:28]=[CH:29][C:30]=1[O:31][CH3:32].[C:34]([OH:39])(=[O:38])[C:35]([OH:37])=[O:36].N[C@](C)(CCC1OC(C#CCOC2C=CC(Cl)=CC=2)=CC=1)CO>>[C:34]([OH:39])(=[O:38])[C:35]([OH:37])=[O:36].[NH2:19][C@:6]([CH3:18])([CH2:7][CH2:8][C:9]1[O:10][C:11]([C:14]#[C:15][CH2:16][O:33][C:27]2[CH:28]=[CH:29][C:30]([O:31][CH3:32])=[C:25]([O:24][CH3:23])[CH:26]=2)=[CH:12][CH:13]=1)[CH2:5][OH:4]

Participants

Reactant 3

HCID 162513,4-Dimethoxyphenol

HCID 66672508HCID 66672508, compound

HCID 66673114HCID 66673114, compound

Product 1

HCID 66673140HCID 66673140, compoundYield 68%

Procedure

The title compound was synthesized in a yield of 68% using (2R)-1-acetoxy-2-acetylamino-2-methyl-4-[5-(3-bromoprop-1-ynyl)furan-2-yl]butane obtained in Example (22b) and 3,4-dimethoxyphenol as the starting materials by conducting successively the reactions similar to those mentioned in Examples (22c) and (22d).

Sources & evidence

ORD record: ord-c0c94c279f964fa486d683229ec9caef
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08101650B2

Reaction notes

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