Technology Process of (2S,3S,4S,5S)-2-[(R)-1-(N',N'-Diphenyl-hydrazino)-2-hydroxy-ethyl]-5-methyl-tetrahydro-furan-3,4-diol
There total 10 articles about (2S,3S,4S,5S)-2-[(R)-1-(N',N'-Diphenyl-hydrazino)-2-hydroxy-ethyl]-5-methyl-tetrahydro-furan-3,4-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium aluminium tetrahydride;
In
tetrahydrofuran;
DOI:10.1021/jo982205k
- Guidance literature:
-
Multi-step reaction with 10 steps
1: HCl / 5 - 10 °C
2: pyridine / 24 h
3: 1.) acetic acid, acetic anhydride, H2SO4, 2.) BF3*OEt2 / 1.) room temperature, overnight, 2.) CH2Cl2, 0 deg C, 36 h
4: 99 percent / K2CO3 / tetrahydrofuran; methanol / 0.33 h
5: 89 percent / p-toluenesulfonic acid monohydrate / 1.5 h
6: 95 percent / 1,3-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / CH2Cl2 / 12 h
7: 96 percent / camphorsulfonic acid / methanol / 3.5 h
8: 75 percent / tributylphosphine / tetrahydrofuran / 1.5 h
9: 42 percent / Ph3SnH, azobis(isobutyronitrile) / toluene / 2 h / Heating
10: LiAlH4 / tetrahydrofuran
With
pyridine; hydrogenchloride; dmap; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); tributylphosphine; sulfuric acid; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; triphenylstannane; acetic anhydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/jo982205k
- Guidance literature:
-
Multi-step reaction with 9 steps
1: pyridine / 24 h
2: 1.) acetic acid, acetic anhydride, H2SO4, 2.) BF3*OEt2 / 1.) room temperature, overnight, 2.) CH2Cl2, 0 deg C, 36 h
3: 99 percent / K2CO3 / tetrahydrofuran; methanol / 0.33 h
4: 89 percent / p-toluenesulfonic acid monohydrate / 1.5 h
5: 95 percent / 1,3-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / CH2Cl2 / 12 h
6: 96 percent / camphorsulfonic acid / methanol / 3.5 h
7: 75 percent / tributylphosphine / tetrahydrofuran / 1.5 h
8: 42 percent / Ph3SnH, azobis(isobutyronitrile) / toluene / 2 h / Heating
9: LiAlH4 / tetrahydrofuran
With
pyridine; dmap; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); tributylphosphine; sulfuric acid; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; triphenylstannane; acetic anhydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/jo982205k
