Technology Process of trans-2-diazoacetyl-cis-5-benzyloxy-4,6-bis(benzyloxymethyl)-2-methyl-1,3-dioxane
There total 9 articles about trans-2-diazoacetyl-cis-5-benzyloxy-4,6-bis(benzyloxymethyl)-2-methyl-1,3-dioxane 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:
-
trans-2-carboxy-cis-5-benzyloxy-4,6-bis(benzyloxymethyl)-2-methyl-1,3-dioxane;
With
triethylamine; isobutyl chloroformate;
In
dichloromethane;
at -30 ℃;
for 0.75h;
diazomethane;
In
diethyl ether; dichloromethane;
at 0 ℃;
for 0.0166667h;
Further stages.;
DOI:10.1021/ol0158361
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: NaH / dimethylformamide / 0.33 h / 0 °C
1.2: 51 percent / tetrabutylammonium iodide / dimethylformamide / 20 h / 20 °C
2.1: 78 percent / EtSH / p-toluenesulfonic acid monohydrate / CHCl3 / 48 h / 20 °C
3.1: 4 Angstroem molecular sieves / p-toluenesulfonic acid monohydrate / CH2Cl2 / 0.5 h / 20 °C
4.1: SnCl2 / CH2Cl2 / 1.5 h / Heating
5.1: 4.19 g / aq. H2O2; NaOH / ethanol / 1 h / Heating
6.1: 73 percent / methanol / 72 h / 100 °C
7.1: LiOH / tetrahydrofuran; H2O / 4 h / Heating
8.1: Et3N; isobutyl chloroformate / CH2Cl2 / 0.75 h / -30 °C
8.2: 88 percent / CH2Cl2; diethyl ether / 0.02 h / 0 °C
With
lithium hydroxide; sodium hydroxide; 4 A molecular sieve; dihydrogen peroxide; sodium hydride; triethylamine; ethanethiol; tin(ll) chloride; isobutyl chloroformate;
toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/ol0158361
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: NaH / dimethylformamide / 0.33 h / 0 °C
1.2: 51 percent / tetrabutylammonium iodide / dimethylformamide / 20 h / 20 °C
2.1: 78 percent / EtSH / p-toluenesulfonic acid monohydrate / CHCl3 / 48 h / 20 °C
3.1: 4 Angstroem molecular sieves / p-toluenesulfonic acid monohydrate / CH2Cl2 / 0.5 h / 20 °C
4.1: SnCl2 / CH2Cl2 / 1.5 h / Heating
5.1: 4.19 g / aq. H2O2; NaOH / ethanol / 1 h / Heating
6.1: 73 percent / methanol / 72 h / 100 °C
7.1: LiOH / tetrahydrofuran; H2O / 4 h / Heating
8.1: Et3N; isobutyl chloroformate / CH2Cl2 / 0.75 h / -30 °C
8.2: 88 percent / CH2Cl2; diethyl ether / 0.02 h / 0 °C
With
lithium hydroxide; sodium hydroxide; 4 A molecular sieve; dihydrogen peroxide; sodium hydride; triethylamine; ethanethiol; tin(ll) chloride; isobutyl chloroformate;
toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/ol0158361
