L-Alaninol → HCID 66643782, compound

HRID 1923550Notes

Reaction equation

CO[C:3]([C:5]1[S:9][C:8]([CH2:10][CH2:11][C:12]2[C:13]([CH2:18][CH2:19][CH2:20][CH3:21])=[N:14][O:15][C:16]=2[CH3:17])=[N:7][C:6]=1[CH3:22])=[O:4].[NH2:23][C@H:24]([CH2:26][OH:27])[CH3:25]>>[OH:27][CH2:26][C@@H:24]([NH:23][C:3]([C:5]1[S:9][C:8]([CH2:10][CH2:11][C:12]2[C:13]([CH2:18][CH2:19][CH2:20][CH3:21])=[N:14][O:15][C:16]=2[CH3:17])=[N:7][C:6]=1[CH3:22])=[O:4])[CH3:25]

Participants

Reactant 2

HCID 80307L-Alaninol

HCID 666436812-[2-(3-Butyl-5-methyl-isoxazol-4-yl)-ethyl]-4-methyl-thiazole-5-carboxylic acid methyl ester

Product 1

HCID 66643782HCID 66643782, compoundYield 71%

Procedure

As described for example 53, 2-[2-(3-butyl-5-methyl-isoxazol-4-yl)-ethyl]-4-methyl-thiazole-5-carboxylic acid methyl ester (100 mg, 0.31 mmol) was converted, using L-alaninol instead of 2-amino-1,3-propandiol, to the title compound (80 mg, 71%) which was obtained as an off white oil. MS: m/e=366.3 [M+H]+.

Sources & evidence

ORD record: ord-466481dedf3a43849ecbbb63df7b1f42
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08178522B2

Reaction notes

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