Technology Process of N-(2,2-dimethoxyethyl)-N-tosyl-9-(aminomethyl)-5-(benzyloxy)-2,3-dimethoxyxanthene
There total 9 articles about N-(2,2-dimethoxyethyl)-N-tosyl-9-(aminomethyl)-5-(benzyloxy)-2,3-dimethoxyxanthene 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
triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran;
at 20 ℃;
for 3h;
DOI:10.1021/jo960291n
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 93 percent / Na2SO4; BF3*OEt2 / CHCl3 / 2 h / 20 °C
2.1: n-BuLi / tetrahydrofuran / -40 - 0 °C
2.2: 74 percent / tetrahydrofuran / 8 h / 0 - 20 °C
3.1: CuO; K2CO3 / pyridine / 1 h / Heating
3.2: 14 percent / Raney nickel / acetone; H2O / 3 h / 70 °C
4.1: NaH / dimethylformamide / 1 h
4.2: 84 percent / dimethylformamide / 18 h / 20 °C
5.1: 82 percent / N-methylmorpholine N-oxide monohydrate / OsO4 / tetrahydrofuran / 20 °C
6.1: 96 percent / H2SO4 / acetic acid / 0.05 h / 20 °C
7.1: 98 percent / NaBH4 / methanol
8.1: 52 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 3 h / 20 °C
With
sodium tetrahydroborate; n-butyllithium; sulfuric acid; boron trifluoride diethyl etherate; sodium hydride; potassium carbonate; 4-methylmorpholine N-oxide; sodium sulfate; triphenylphosphine; copper(II) oxide; diethylazodicarboxylate;
osmium(VIII) oxide;
In
tetrahydrofuran; pyridine; methanol; chloroform; acetic acid; N,N-dimethyl-formamide;
1.1: Condensation / 2.1: Metallation / 2.2: Alkylation / 3.1: Ullmann reaction / 3.2: Reduction / 4.1: Metallation / 4.2: O-benzylation / 5.1: hydroxylation / 6.1: Rearrangement / 7.1: Reduction / 8.1: Mitsunobu reaction;
DOI:10.1021/jo960291n
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: n-BuLi / tetrahydrofuran / -40 - 0 °C
1.2: 74 percent / tetrahydrofuran / 8 h / 0 - 20 °C
2.1: CuO; K2CO3 / pyridine / 1 h / Heating
2.2: 14 percent / Raney nickel / acetone; H2O / 3 h / 70 °C
3.1: NaH / dimethylformamide / 1 h
3.2: 84 percent / dimethylformamide / 18 h / 20 °C
4.1: 82 percent / N-methylmorpholine N-oxide monohydrate / OsO4 / tetrahydrofuran / 20 °C
5.1: 96 percent / H2SO4 / acetic acid / 0.05 h / 20 °C
6.1: 98 percent / NaBH4 / methanol
7.1: 52 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 3 h / 20 °C
With
sodium tetrahydroborate; n-butyllithium; sulfuric acid; sodium hydride; potassium carbonate; 4-methylmorpholine N-oxide; triphenylphosphine; copper(II) oxide; diethylazodicarboxylate;
osmium(VIII) oxide;
In
tetrahydrofuran; pyridine; methanol; acetic acid; N,N-dimethyl-formamide;
1.1: Metallation / 1.2: Alkylation / 2.1: Ullmann reaction / 2.2: Reduction / 3.1: Metallation / 3.2: O-benzylation / 4.1: hydroxylation / 5.1: Rearrangement / 6.1: Reduction / 7.1: Mitsunobu reaction;
DOI:10.1021/jo960291n
