tert-butyl 3-<6'-(benzyloxy)-2',4'-dimethylfuro<2,3-b>-pyrid-5'-yl>-3-hydroxybutanoate

Base Information

Chemical Name:tert-butyl 3-<6'-(benzyloxy)-2',4'-dimethylfuro<2,3-b>-pyrid-5'-yl>-3-hydroxybutanoate
CAS No.:124125-52-6
Molecular Formula:C₂₄H₂₉NO₅
Molecular Weight:411.498
Hs Code.:

Synonyms:tert-butyl 3-<6'-(benzyloxy)-2',4'-dimethylfuro<2,3-b>-pyrid-5'-yl>-3-hydroxybutanoate

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Chemical Property of tert-butyl 3-<6'-(benzyloxy)-2',4'-dimethylfuro<2,3-b>-pyrid-5'-yl>-3-hydroxybutanoate

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Technology Process of tert-butyl 3-<6'-(benzyloxy)-2',4'-dimethylfuro<2,3-b>-pyrid-5'-yl>-3-hydroxybutanoate

There total 14 articles about tert-butyl 3-<6'-(benzyloxy)-2',4'-dimethylfuro<2,3-b>-pyrid-5'-yl>-3-hydroxybutanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

: 5292-43-3
bromoacetic acid tert-butyl ester

: 124098-68-6
5-acetyl-6-(benzyloxy)-2,4-dimethylfuro<2,3-b>pyridine

: 124125-52-6
tert-butyl 3-<6'-(benzyloxy)-2',4'-dimethylfuro<2,3-b>-pyrid-5'-yl>-3-hydroxybutanoate

Guidance literature:: With magnesium; In tetrahydrofuran; at 50 ℃; for 2h;
DOI:10.1021/jo00290a019

Reference yield:

: 124098-58-4
2-acetyl-4-pentenamide

: 124125-52-6
tert-butyl 3-<6'-(benzyloxy)-2',4'-dimethylfuro<2,3-b>-pyrid-5'-yl>-3-hydroxybutanoate

Guidance literature:: Multi-step reaction with 8 steps

1: 30 percent / sodium ethoxide / ethanol / 12 h / Heating

2: tetrahydrofuran / 21 h

3: 1) NaIO₄ / 40percent water/dioxane, 1) 3.5 h, 0 deg C, 2) 15 h, reflux

4: 87 percent / silver carbonate / tetrahydrofuran / 5 h / Heating

5: 67 percent / diisobutylaluminum hydride / hexane; dioxane / 50 °C

6: 100 percent / diethyl ether; tetrahydrofuran / 0.25 h / 0 °C

7: 67 percent / pyridinium dichromate / dimethylformamide / 4 h / 5 °C

8: 88 percent / Mg / tetrahydrofuran / 2 h / 50 °C

With sodium periodate; dipyridinium dichromate; sodium ethanolate; diisobutylaluminium hydride; magnesium; silver carbonate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jo00290a019

Reference yield:

: 101413-11-0
methyl 2-acetylpent-4-ynoate

: 124125-52-6
tert-butyl 3-<6'-(benzyloxy)-2',4'-dimethylfuro<2,3-b>-pyrid-5'-yl>-3-hydroxybutanoate

Guidance literature:: Multi-step reaction with 7 steps

1: 74 percent / aq. ammonia / 120 h / Ambient temperature

2: 76 percent / trifluoroacetic acid / 6 h / Heating

3: 87 percent / silver carbonate / tetrahydrofuran / 5 h / Heating

4: 67 percent / diisobutylaluminum hydride / hexane; dioxane / 50 °C

5: 100 percent / diethyl ether; tetrahydrofuran / 0.25 h / 0 °C

6: 67 percent / pyridinium dichromate / dimethylformamide / 4 h / 5 °C

7: 88 percent / Mg / tetrahydrofuran / 2 h / 50 °C

With ammonium hydroxide; dipyridinium dichromate; diisobutylaluminium hydride; magnesium; silver carbonate; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jo00290a019