Technology Process of (1R)-7-(benzyloxy)-2-[(4S)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6-methoxy-1-(4-methoxy-benzyl)-1,2,3,4-tetrahydroisoquinoline
There total 1 articles about (1R)-7-(benzyloxy)-2-[(4S)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6-methoxy-1-(4-methoxy-benzyl)-1,2,3,4-tetrahydroisoquinoline which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: toluene-4-sulfonic acid / benzene / 2 h / Reflux
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -80 °C
2.2: 2 h / -98 - 0 °C
With
n-butyllithium; toluene-4-sulfonic acid;
In
tetrahydrofuran; hexane; benzene;
DOI:10.1248/cpb.c12-00820
- Guidance literature:
-
Multi-step reaction with 5 steps
1: toluene-4-sulfonic acid; hydrazine hydrate / ethanol / 2 h / Reflux
2: sodium tetrahydroborate / methanol; water / 0 - 20 °C
3: palladium 10% on activated carbon; acetic acid; hydrogen / methanol / 7 h / 20 °C
4: pyridine; copper(I) bromide dimethylsulfide complex; caesium carbonate / 20 h / Reflux
5: boron trichloride / dichloromethane / 1 h / -15 °C
With
pyridine; sodium tetrahydroborate; copper(I) bromide dimethylsulfide complex; palladium 10% on activated carbon; hydrogen; boron trichloride; caesium carbonate; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid;
In
methanol; ethanol; dichloromethane; water;
4: |Ullmann Condensation;
DOI:10.1248/cpb.c12-00820
- Guidance literature:
-
Multi-step reaction with 4 steps
1: toluene-4-sulfonic acid; hydrazine hydrate / ethanol / 2 h / Reflux
2: sodium tetrahydroborate / methanol; water / 0 - 20 °C
3: palladium 10% on activated carbon; acetic acid; hydrogen / methanol / 7 h / 20 °C
4: pyridine; copper(I) bromide dimethylsulfide complex; caesium carbonate / 20 h / Reflux
With
pyridine; sodium tetrahydroborate; copper(I) bromide dimethylsulfide complex; palladium 10% on activated carbon; hydrogen; caesium carbonate; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid;
In
methanol; ethanol; water;
4: |Ullmann Condensation;
DOI:10.1248/cpb.c12-00820