Technology Process of (2S,5S,6R)-2-Benzyloxymethyl-6-(1-hydroxy-non-2-ynyl)-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester
There total 11 articles about (2S,5S,6R)-2-Benzyloxymethyl-6-(1-hydroxy-non-2-ynyl)-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 90 percent / Na2CO3 / benzene / 20 °C
2.1: 96 percent / Bu4NF / tetrahydrofuran / 20 °C
3.1: 93 percent / pyridine / 20 °C
4.1: 85 percent / OsO4; NaIO4 / tetrahydrofuran; H2O / 20 °C
5.1: pyrrolidine / toluene / Heating
5.2: 60 percent / ag. AcOH / 20 °C
6.1: tetrahydrofuran / 0 °C
With
pyrrolidine; pyridine; sodium periodate; osmium(VIII) oxide; tetrabutyl ammonium fluoride; sodium carbonate;
In
tetrahydrofuran; water; toluene; benzene;
6.1: Grignard reaction;
DOI:10.1016/j.tetlet.2004.05.142
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 85 percent / tetrahydrofuran / 0 °C
2.1: TFA / CH2Cl2 / 0 - 20 °C
2.2: 87 percent / NaOH / 0 °C
3.1: 79 percent / DMAP; TEA / CH2Cl2
4.1: 74 percent / BF3Et20 / tetrahydrofuran / -78 °C
5.1: 90 percent / Na2CO3 / benzene / 20 °C
6.1: 96 percent / Bu4NF / tetrahydrofuran / 20 °C
7.1: 93 percent / pyridine / 20 °C
8.1: 85 percent / OsO4; NaIO4 / tetrahydrofuran; H2O / 20 °C
9.1: pyrrolidine / toluene / Heating
9.2: 60 percent / ag. AcOH / 20 °C
10.1: tetrahydrofuran / 0 °C
With
pyrrolidine; pyridine; dmap; sodium periodate; osmium(VIII) oxide; TEA; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium carbonate; trifluoroacetic acid;
In
tetrahydrofuran; dichloromethane; water; toluene; benzene;
1.1: Grignard reaction / 4.1: Grignard reaction / 10.1: Grignard reaction;
DOI:10.1016/j.tetlet.2004.05.142
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 79 percent / DMAP; TEA / CH2Cl2
2.1: 74 percent / BF3Et20 / tetrahydrofuran / -78 °C
3.1: 90 percent / Na2CO3 / benzene / 20 °C
4.1: 96 percent / Bu4NF / tetrahydrofuran / 20 °C
5.1: 93 percent / pyridine / 20 °C
6.1: 85 percent / OsO4; NaIO4 / tetrahydrofuran; H2O / 20 °C
7.1: pyrrolidine / toluene / Heating
7.2: 60 percent / ag. AcOH / 20 °C
8.1: tetrahydrofuran / 0 °C
With
pyrrolidine; pyridine; dmap; sodium periodate; osmium(VIII) oxide; TEA; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium carbonate;
In
tetrahydrofuran; dichloromethane; water; toluene; benzene;
2.1: Grignard reaction / 8.1: Grignard reaction;
DOI:10.1016/j.tetlet.2004.05.142