Technology Process of (3R,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-1-((4-methoxybenzyl)oxy)piperidin-3-ol
There total 7 articles about (3R,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-1-((4-methoxybenzyl)oxy)piperidin-3-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
water; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
dichloromethane;
at 20 ℃;
for 2h;
Inert atmosphere;
DOI:10.1002/chem.201202374
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 20 °C / Inert atmosphere
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 18 h / 0 - 20 °C / Inert atmosphere
3.1: sodium hydride / methanol; N,N-dimethyl-formamide; mineral oil / 2.5 h / 20 °C / Inert atmosphere
3.2: Inert atmosphere; Cooling with ice
4.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide; water / acetone / 20 °C / Inert atmosphere
4.2: Inert atmosphere
5.1: methanol; tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere; Molecular sieve
6.1: sodium cyanoborohydride; acetic acid / 20 h / 20 °C / Inert atmosphere
7.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone; water / dichloromethane / 2 h / 20 °C / Inert atmosphere
With
osmium(VIII) oxide; boron trifluoride diethyl etherate; water; sodium hydride; sodium cyanoborohydride; acetic acid; 4-methylmorpholine N-oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; mineral oil;
DOI:10.1002/chem.201202374
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 18 h / 0 - 20 °C / Inert atmosphere
2.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.75 h / 100 °C / Inert atmosphere
2.2: pH 2 / Inert atmosphere
3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide; water / acetone / 20 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: methanol; tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere; Molecular sieve
5.1: sodium cyanoborohydride; acetic acid / 20 h / 20 °C / Inert atmosphere
6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone; water / dichloromethane / 2 h / 20 °C / Inert atmosphere
With
osmium(VIII) oxide; potassium tert-butylate; water; sodium hydride; sodium cyanoborohydride; acetic acid; 4-methylmorpholine N-oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; mineral oil;
DOI:10.1002/chem.201202374
