Technology Process of (3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-((4-methoxybenzyl)oxy)piperidine
There total 22 articles about (3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-((4-methoxybenzyl)oxy)piperidine 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:
- Guidance literature:
-
With
sodium cyanoborohydride; acetic acid;
In
tetrahydrofuran; methanol;
at 20 ℃;
for 20h;
Inert atmosphere;
DOI:10.1021/ol203213f
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: diisopinocampheylborane / tetrahydrofuran / -78 - -10 °C / Inert atmosphere
1.2: 24 h / 20 °C / Inert atmosphere
2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C / Inert atmosphere
2.2: 0 - 20 °C / Inert atmosphere
3.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone / 2 h / 20 °C / Inert atmosphere
3.2: 3 h / Inert atmosphere
4.1: tetrahydrofuran; methanol / 2.5 h / 20 °C / Inert atmosphere; Molecular sieve
5.1: sodium cyanoborohydride; acetic acid / tetrahydrofuran; methanol / 20 h / 20 °C / Inert atmosphere
With
osmium(VIII) oxide; water; sodium hydride; sodium cyanoborohydride; acetic acid; 4-methylmorpholine N-oxide; diisopinocampheylborane;
In
tetrahydrofuran; methanol; acetone; mineral oil;
DOI:10.1021/ol203213f
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: tetrahydrofuran; N,N-dimethyl-formamide / 0.33 h / -40 °C / Inert atmosphere
2.1: diisopinocampheylborane / tetrahydrofuran / -78 - -10 °C / Inert atmosphere
2.2: 24 h / 20 °C / Inert atmosphere
3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C / Inert atmosphere
3.2: 0 - 20 °C / Inert atmosphere
4.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone / 2 h / 20 °C / Inert atmosphere
4.2: 3 h / Inert atmosphere
5.1: tetrahydrofuran; methanol / 2.5 h / 20 °C / Inert atmosphere; Molecular sieve
6.1: sodium cyanoborohydride; acetic acid / tetrahydrofuran; methanol / 20 h / 20 °C / Inert atmosphere
With
osmium(VIII) oxide; water; sodium hydride; sodium cyanoborohydride; acetic acid; 4-methylmorpholine N-oxide; diisopinocampheylborane;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone; mineral oil;
DOI:10.1021/ol203213f