Technology Process of (1S,3S)-6,8-Diacetoxy-1-(4-acetoxy-benzyl)-2-acetyl-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid methyl ester
There total 13 articles about (1S,3S)-6,8-Diacetoxy-1-(4-acetoxy-benzyl)-2-acetyl-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid methyl ester 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:
-
Multi-step reaction with 12 steps
1: 92 percent / 1.) K2CO3 / acetone / 1.) 0.5 h, 2.) reflux, 1 h
2: 95 percent / LiAlH4 / diethyl ether / 2.5 h / Heating
3: 0.11 g / NaH / benzene / 9 h / Ambient temperature
4: 92 percent / NaH / benzene; dimethylformamide / 1.) 15 min, 2.) room temp., 6 h
5: 1.) 20percent aq. NaOH, 2.) glacial HOAc / 1.) dioxane, reflux, 3 h, 2.) reflux, 1 h
6: hydrazine / 24 h / 100 °C
7: HCl(gas) / 1 h / Heating
8: H2 / Pt-C / methanol / 10 h / Ambient temperature
9: HOAc / H2O; methanol / 17 h / 35 °C
10: pyridine / 19 h
11: H2 / Pt-C / methanol / 3 h
12: pyridine / 15 h / Ambient temperature
With
pyridine; hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; hydrogen; sodium hydride; potassium carbonate; acetic acid; hydrazine;
platinum on activated charcoal;
In
methanol; diethyl ether; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1139/v91-004
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 95 percent / LiAlH4 / diethyl ether / 2.5 h / Heating
2: 0.11 g / NaH / benzene / 9 h / Ambient temperature
3: 92 percent / NaH / benzene; dimethylformamide / 1.) 15 min, 2.) room temp., 6 h
4: 1.) 20percent aq. NaOH, 2.) glacial HOAc / 1.) dioxane, reflux, 3 h, 2.) reflux, 1 h
5: hydrazine / 24 h / 100 °C
6: HCl(gas) / 1 h / Heating
7: H2 / Pt-C / methanol / 10 h / Ambient temperature
8: HOAc / H2O; methanol / 17 h / 35 °C
9: pyridine / 19 h
10: H2 / Pt-C / methanol / 3 h
11: pyridine / 15 h / Ambient temperature
With
pyridine; hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; hydrogen; sodium hydride; acetic acid; hydrazine;
platinum on activated charcoal;
In
methanol; diethyl ether; water; N,N-dimethyl-formamide; benzene;
DOI:10.1139/v91-004
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 0.11 g / NaH / benzene / 9 h / Ambient temperature
2: 92 percent / NaH / benzene; dimethylformamide / 1.) 15 min, 2.) room temp., 6 h
3: 1.) 20percent aq. NaOH, 2.) glacial HOAc / 1.) dioxane, reflux, 3 h, 2.) reflux, 1 h
4: hydrazine / 24 h / 100 °C
5: HCl(gas) / 1 h / Heating
6: H2 / Pt-C / methanol / 10 h / Ambient temperature
7: HOAc / H2O; methanol / 17 h / 35 °C
8: pyridine / 19 h
9: H2 / Pt-C / methanol / 3 h
10: pyridine / 15 h / Ambient temperature
With
pyridine; hydrogenchloride; sodium hydroxide; hydrogen; sodium hydride; acetic acid; hydrazine;
platinum on activated charcoal;
In
methanol; water; N,N-dimethyl-formamide; benzene;
DOI:10.1139/v91-004
