Technology Process of (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[5-[4-(2-aminoethyl)benzyl]-2-(benzyloxy)-4-methylphenyl]-D-glucitol
There total 16 articles about (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[5-[4-(2-aminoethyl)benzyl]-2-(benzyloxy)-4-methylphenyl]-D-glucitol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
C65H61NO8;
With
hydrazine;
In
methanol;
at 60 ℃;
for 3h;
With
sodium hydroxide;
In
methanol; water;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
1.2: 0.33 h / -78 °C
2.1: hydrogenchloride / tetrahydrofuran; water / 14 h / 20 °C
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C
3.2: 0.5 h / -78 °C
4.1: triethylsilane; boron trifluoride diethyl etherate / acetonitrile / 0.5 h / 0 °C
5.1: trifluoroacetic acid / 3 h / 20 °C
With
hydrogenchloride; triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; trifluoroacetic acid;
In
tetrahydrofuran; hexane; water; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: potassium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 20 °C
2.1: sodium bromide; Oxone / acetone; water / 20 °C
3.1: oxalyl dichloride; N,N-dimethyl-formamide / chloroform / 20 °C
3.2: 20 °C
3.3: 0 °C
4.1: toluene-4-sulfonic acid / toluene / Reflux
5.1: n-butyllithium / tetrahydrofuran / -78 °C
6.1: hydrogenchloride / water; tetrahydrofuran
7.1: n-butyllithium / tetrahydrofuran
7.2: -78 °C
8.1: triethylsilane; boron trifluoride diethyl etherate / chloroform; acetonitrile / 0 °C
9.1: trifluoroacetic acid / 20 °C
With
hydrogenchloride; triethylsilane; Oxone; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; potassium carbonate; toluene-4-sulfonic acid; N,N-dimethyl-formamide; trifluoroacetic acid; sodium bromide;
In
tetrahydrofuran; chloroform; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
DOI:10.1016/j.bmcl.2018.09.035
