반응 #747578

반응 방정식

tert-butyl (3S,5S,8S)-8-(benzyloxymethyl)-6-hydroxy-3-((1-(3-methoxypropyl)-1H-indazol-6-yl)methyl)-2,9-dimethyldecan-5-ylcarbamate

→

tert-butyl (3S,5S,6S,8S)-6-hydroxy-8-(hydroxymethyl)-3-((1-(3-methoxypropyl)-1H-indazol-6-yl)methyl)-2,9-dimethyldecan-5-ylcarbamate

수율 30.0%

tert-butyl (3S,5S,6R,8S)-6-hydroxy-8-(hydroxymethyl)-3-((1-(3-methoxypropyl)-1H-indazol-6-yl)methyl)-2,9-dimethyldecan-5-ylcarbamate

수율 14.0%

용매

methanol

반응 조건

후처리

1. 1
   여과filtered
2. 2
   기타The filtrate was evaporated
3. 3
   기타purified by preparative HPLC

실험 절차

To a solution of tert-butyl (3S,5S,8S)-8-(benzyloxymethyl)-6-hydroxy-3-((1-(3-methoxypropyl)-1H-indazol-6-yl)methyl)-2,9-dimethyldecan-5-ylcarbamate (1.3 g, 2.1 mmol) in methanol 30 mL) was added 20% Pd(OH)2/C (26 mg). The mixture was hydrogenated under a balloon of H2 at rt overnight and filtered. The filtrate was evaporated and purified by preparative HPLC to give tert-butyl (3S,5S,6S,8S)-6-hydroxy-8-(hydroxymethyl)-3-((1-(3-methoxypropyl)-1H-indazol-6-yl)methyl)-2,9-dimethyldecan-5-ylcarbamate (0.33 g, 30% yield) as an oil and tert-butyl (3S,5S,6R,8S)-6-hydroxy-8-(hydroxymethyl)-3-((1-(3-methoxypropyl)-1H-indazol-6-yl)methyl)-2,9-dimethyldecan-5-ylcarbamate (0.15 g, 14%) as an oil. MS: 534 (M++1)

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