Technology Process of (3R,4R)-3-(5-Amino-2-methoxy-benzyl)-6-(7-chloro-quinolin-2-ylmethoxy)-chroman-4-ol
There total 10 articles about (3R,4R)-3-(5-Amino-2-methoxy-benzyl)-6-(7-chloro-quinolin-2-ylmethoxy)-chroman-4-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 88 percent / K2CO3 / acetone
2: 80 percent / pyrrolidine / methanol
3: 57 percent / H2 / Pd/C / ethyl acetate / 517.15 Torr
4: 80 percent / NaBH4; CeCl3 / methanol; tetrahydrofuran
5: 46 percent / DEC; DMAP / CH2Cl2
6: 91 percent / 1 N aq. NaOH / methanol / Heating
7: 63 percent / DPPA; TEA / dioxane
8: 93 percent / H2 / Pd(OH)2
9: 81 percent / NaH / dimethylformamide
With
pyrrolidine; dmap; sodium hydroxide; sodium tetrahydroborate; cerium(III) chloride; diethylcarbamazine; TEA; diphenyl-phosphinic acid; hydrogen; sodium hydride; potassium carbonate;
palladium dihydroxide; palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone;
1: Alkylation / 2: Condensation / 3: Catalytic hydrogenation / 4: Reduction / 5: Esterification / 6: Hydrolysis / 7: Curtius rearrangement / 8: Catalytic hydrogenation / 9: Alkylation;
DOI:10.1016/S0960-894X(99)00461-8
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 93 percent / 48 percent aq. HBr; HOAc / Heating
2: 88 percent / K2CO3 / acetone
3: 80 percent / pyrrolidine / methanol
4: 57 percent / H2 / Pd/C / ethyl acetate / 517.15 Torr
5: 80 percent / NaBH4; CeCl3 / methanol; tetrahydrofuran
6: 46 percent / DEC; DMAP / CH2Cl2
7: 91 percent / 1 N aq. NaOH / methanol / Heating
8: 63 percent / DPPA; TEA / dioxane
9: 93 percent / H2 / Pd(OH)2
10: 81 percent / NaH / dimethylformamide
With
pyrrolidine; dmap; sodium hydroxide; sodium tetrahydroborate; cerium(III) chloride; diethylcarbamazine; TEA; diphenyl-phosphinic acid; hydrogen bromide; hydrogen; sodium hydride; potassium carbonate; acetic acid;
palladium dihydroxide; palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone;
1: demethylation / 2: Alkylation / 3: Condensation / 4: Catalytic hydrogenation / 5: Reduction / 6: Esterification / 7: Hydrolysis / 8: Curtius rearrangement / 9: Catalytic hydrogenation / 10: Alkylation;
DOI:10.1016/S0960-894X(99)00461-8