Technology Process of 2-((2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-1-(3-phenylpropyl)pyrrolidin-2-yl)-N-methylacetamide
There total 8 articles about 2-((2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-1-(3-phenylpropyl)pyrrolidin-2-yl)-N-methylacetamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-((2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-2-yl)-N-methylacetamide;
With
boron trichloride;
In
dichloromethane;
at -78 - 20 ℃;
for 16h;
3-phenyl-propionaldehyde;
With
sodium cyanoborohydride;
In
methanol;
at 20 ℃;
for 16h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: tetrahydrofuran / 16 h / 20 °C
2.1: zinc / methanol; acetic acid / 1 h / Reflux
2.2: 16 h / 20 °C
3.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / 16 h / 20 °C
4.1: sodium periodate / tetrahydrofuran / 3 h / 20 °C / Alkaline conditions
5.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / chloroform-d1; tert-butyl alcohol / 3 h / 20 °C
6.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 48 h / 20 °C
7.1: hydrogenchloride / methanol; water; ethyl acetate / 2 h
8.1: boron trichloride / dichloromethane / 16 h / -78 - 20 °C
8.2: 16 h / 20 °C
With
hydrogenchloride; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; boron trichloride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; HATU; zinc;
In
tetrahydrofuran; methanol; chloroform-d1; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / 16 h / 20 °C
2.1: sodium periodate / tetrahydrofuran / 3 h / 20 °C / Alkaline conditions
3.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / chloroform-d1; tert-butyl alcohol / 3 h / 20 °C
4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 48 h / 20 °C
5.1: hydrogenchloride / methanol; water; ethyl acetate / 2 h
6.1: boron trichloride / dichloromethane / 16 h / -78 - 20 °C
6.2: 16 h / 20 °C
With
hydrogenchloride; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; boron trichloride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; HATU;
In
tetrahydrofuran; methanol; chloroform-d1; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
