Technology Process of (1R,3R,4S,5R)-benzyl 1,4-bis(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-5-hydroxycyclohexanecarboxylate
There total 5 articles about (1R,3R,4S,5R)-benzyl 1,4-bis(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-5-hydroxycyclohexanecarboxylate 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:
-
C27H38O6Si;
With
caesium carbonate;
In
methanol;
pH=7;
benzyl bromide;
In
N,N-dimethyl-formamide;
at 0 - 20 ℃;
for 11h;
Inert atmosphere;
DOI:10.1016/j.tetlet.2011.10.127
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere
1.2: 13.5 h / 0 - 60 °C / Inert atmosphere
2.1: water; sodium hydroxide / tetrahydrofuran / 0.75 h / 20 °C
3.1: caesium carbonate / methanol / pH 7
3.2: 11 h / 0 - 20 °C / Inert atmosphere
With
water; sodium hydride; caesium carbonate; sodium hydroxide;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tetlet.2011.10.127
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide; toluene / 12 h / Reflux
2.1: 1H-imidazole / N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C / Inert atmosphere
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere
3.2: 13.5 h / 0 - 60 °C / Inert atmosphere
4.1: water; sodium hydroxide / tetrahydrofuran / 0.75 h / 20 °C
5.1: caesium carbonate / methanol / pH 7
5.2: 11 h / 0 - 20 °C / Inert atmosphere
With
1H-imidazole; water; sodium hydride; caesium carbonate; toluene-4-sulfonic acid; sodium hydroxide;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1016/j.tetlet.2011.10.127
