Technology Process of (5R,6R)-1-benzyl-6-[(1'S)-1',3'-dihydroxypropyl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one
There total 10 articles about (5R,6R)-1-benzyl-6-[(1'S)-1',3'-dihydroxypropyl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(5R,6R)-1-benzyl-6-[(2'R,3'R)-3'-(hydroxymethyl)oxiran-2'-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one;
With
sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; toluene;
at 0 ℃;
for 2.5h;
Inert atmosphere;
With
water; sodium fluoride;
In
tetrahydrofuran; diethyl ether; toluene;
at 20 ℃;
for 1h;
regioselective reaction;
DOI:10.1016/j.tetasy.2012.04.012
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere
2.1: pyridine; dmap / 0.5 h / 20 °C / Inert atmosphere
3.1: water; trifluoroacetic acid / 8.5 h / 20 °C / Inert atmosphere
4.1: benzoic acid / dichloromethane / 3 h / 20 °C / Inert atmosphere
5.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C / Inert atmosphere
5.2: 1.5 h / 0 - 20 °C
6.1: sodium periodate / methanol; water / 0.5 h / 20 °C / Inert atmosphere
7.1: sodium tetrahydroborate / ethanol / 0.5 h / 0 - 20 °C / Inert atmosphere
8.1: camphor-10-sulfonic acid / 1 h / 40 °C / Inert atmosphere
9.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 27 h / 0 - 20 °C / Inert atmosphere
10.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 2.5 h / 0 °C / Inert atmosphere
10.2: 1 h / 20 °C
With
pyridine; dmap; sodium tetrahydroborate; sodium periodate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; water; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; benzoic acid; trifluoroacetic acid;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene;
4.1: Wittig reaction;
DOI:10.1016/j.tetasy.2012.04.012
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C / Inert atmosphere
1.2: 1.5 h / 0 - 20 °C
2.1: sodium periodate / methanol; water / 0.5 h / 20 °C / Inert atmosphere
3.1: sodium tetrahydroborate / ethanol / 0.5 h / 0 - 20 °C / Inert atmosphere
4.1: camphor-10-sulfonic acid / 1 h / 40 °C / Inert atmosphere
5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 27 h / 0 - 20 °C / Inert atmosphere
6.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 2.5 h / 0 °C / Inert atmosphere
6.2: 1 h / 20 °C
With
sodium tetrahydroborate; sodium periodate; camphor-10-sulfonic acid; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene;
DOI:10.1016/j.tetasy.2012.04.012
![(5R,6R)-1-benzyl-6-[(2'R,3'R)-3'-(hydroxymethyl)oxiran-2'-yl]-8,8-dimethyl-3,7,9-trioxa-1-azaspiro[4.5]decan-2-one](/Databaselist/images/loading.webp)
