Technology Process of (1R,2R,3S,6S)-6-(2-amino-6-chloro-9H-purin-9-yl)-2-(benzyloxy)-4,4-bis(hydroxymethyl)cyclohexane-1,3-diol
There total 11 articles about (1R,2R,3S,6S)-6-(2-amino-6-chloro-9H-purin-9-yl)-2-(benzyloxy)-4,4-bis(hydroxymethyl)cyclohexane-1,3-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(1R,2R,3S,6S)-6-({2-amino-6-chloro-5-[(4-chlorophenyl)azo]pyrimidin-4-yl}amino)-2-(benzyloxy)-4,4-bis(hydroxymethyl)cyclohexane-1,3-diol;
With
acetic acid; zinc;
In
ethanol;
for 3h;
Heating;
orthoformic acid triethyl ester;
With
hydrogenchloride;
at 20 ℃;
for 48h;
With
hydrogenchloride;
In
tetrahydrofuran;
at 20 ℃;
for 2.5h;
DOI:10.1135/cccc20040435
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 77 percent / pyridine / 1 h / 100 °C
2.1: 90 percent / thionyl chloride; Et3N / diethyl ether / 4 h / -75 - -20 °C
3.1: pyridine / 20 °C
4.1: 4.95 g / aq. potassium periodate; RuCl3 / CCl4; acetonitrile / 1 h / 0 - 20 °C
5.1: LiN3 / dimethylformamide / 1.5 h / 60 °C
5.2: 68 percent / aq. H2SO4 / tetrahydrofuran / 20 °C
6.1: 61 percent / LiAlH4 / tetrahydrofuran / 2.5 h / Heating
7.1: 68 percent / Et3N / ethanol / 96 h / 100 °C
8.1: 85 percent / aq. CF3COOH / 0.25 h / 20 °C
9.1: aq. NaNO2; HCl
9.2: 67 percent / aq. NaOAc / acetic acid
10.1: Zn; aq. AcOH / ethanol / 3 h / Heating
10.2: aq. HCl / 48 h / 20 °C
10.3: 50 percent / aq. HCl / tetrahydrofuran / 2.5 h / 20 °C
With
pyridine; hydrogenchloride; ruthenium trichloride; lithium aluminium tetrahydride; thionyl chloride; lithium azide; potassium metaperiodate; acetic acid; triethylamine; trifluoroacetic acid; zinc; sodium nitrite;
In
tetrahydrofuran; tetrachloromethane; diethyl ether; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1135/cccc20040435
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 90 percent / thionyl chloride; Et3N / diethyl ether / 4 h / -75 - -20 °C
2.1: pyridine / 20 °C
3.1: 4.95 g / aq. potassium periodate; RuCl3 / CCl4; acetonitrile / 1 h / 0 - 20 °C
4.1: LiN3 / dimethylformamide / 1.5 h / 60 °C
4.2: 68 percent / aq. H2SO4 / tetrahydrofuran / 20 °C
5.1: 61 percent / LiAlH4 / tetrahydrofuran / 2.5 h / Heating
6.1: 68 percent / Et3N / ethanol / 96 h / 100 °C
7.1: 85 percent / aq. CF3COOH / 0.25 h / 20 °C
8.1: aq. NaNO2; HCl
8.2: 67 percent / aq. NaOAc / acetic acid
9.1: Zn; aq. AcOH / ethanol / 3 h / Heating
9.2: aq. HCl / 48 h / 20 °C
9.3: 50 percent / aq. HCl / tetrahydrofuran / 2.5 h / 20 °C
With
pyridine; hydrogenchloride; ruthenium trichloride; lithium aluminium tetrahydride; thionyl chloride; lithium azide; potassium metaperiodate; acetic acid; triethylamine; trifluoroacetic acid; zinc; sodium nitrite;
In
tetrahydrofuran; tetrachloromethane; diethyl ether; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1135/cccc20040435
