Technology Process of 2H-Pyran-2-ethanol,3-aminotetrahydro-,(2S,3S)-(9CI)
There total 12 articles about 2H-Pyran-2-ethanol,3-aminotetrahydro-,(2S,3S)-(9CI) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: SOCl2
2.1: Me3SiCl
2.2: Et3N
2.3: MeOH
3.1: LiAlH4
4.1: DCC
5.1: DIBAH
7.1: tetrabutylammonium fluoride
7.2: NaOH / H2O
7.3: N,N'-dicyclohexylcarbodiimide; 1-hydroxybenzotriazole
8.1: trifluoroacetic acid / CH2Cl2
9.1: HCl
10.1: Et3N
11.1: LiAlH4
12.1: TsOH*H2O / propan-2-ol / Heating
With
hydrogenchloride; lithium aluminium tetrahydride; chloro-trimethyl-silane; thionyl chloride; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid;
In
dichloromethane; isopropyl alcohol;
1.1: Esterification / 2.1: O-silylation / 2.2: Alkylation / 2.3: desilylation / 3.1: Reduction / 4.1: Cyclization / 5.1: Reduction / 6.1: Wittig reaction / 7.1: Cyclization / 7.2: Hydrolysis / 7.3: Cyclization / 8.1: Substitution / 9.1: Esterification / 10.1: Alkylation / 11.1: Reduction / 12.1: Substitution;
DOI:10.1016/S0040-4039(00)01004-2
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: Me3SiCl
1.2: Et3N
1.3: MeOH
2.1: LiAlH4
3.1: DCC
4.1: DIBAH
6.1: tetrabutylammonium fluoride
6.2: NaOH / H2O
6.3: N,N'-dicyclohexylcarbodiimide; 1-hydroxybenzotriazole
7.1: trifluoroacetic acid / CH2Cl2
8.1: HCl
9.1: Et3N
10.1: LiAlH4
11.1: TsOH*H2O / propan-2-ol / Heating
With
hydrogenchloride; lithium aluminium tetrahydride; chloro-trimethyl-silane; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid;
In
dichloromethane; isopropyl alcohol;
1.1: O-silylation / 1.2: Alkylation / 1.3: desilylation / 2.1: Reduction / 3.1: Cyclization / 4.1: Reduction / 5.1: Wittig reaction / 6.1: Cyclization / 6.2: Hydrolysis / 6.3: Cyclization / 7.1: Substitution / 8.1: Esterification / 9.1: Alkylation / 10.1: Reduction / 11.1: Substitution;
DOI:10.1016/S0040-4039(00)01004-2
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: LiAlH4
2.1: DCC
3.1: DIBAH
5.1: tetrabutylammonium fluoride
5.2: NaOH / H2O
5.3: N,N'-dicyclohexylcarbodiimide; 1-hydroxybenzotriazole
6.1: trifluoroacetic acid / CH2Cl2
7.1: HCl
8.1: Et3N
9.1: LiAlH4
10.1: TsOH*H2O / propan-2-ol / Heating
With
hydrogenchloride; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid;
In
dichloromethane; isopropyl alcohol;
1.1: Reduction / 2.1: Cyclization / 3.1: Reduction / 4.1: Wittig reaction / 5.1: Cyclization / 5.2: Hydrolysis / 5.3: Cyclization / 6.1: Substitution / 7.1: Esterification / 8.1: Alkylation / 9.1: Reduction / 10.1: Substitution;
DOI:10.1016/S0040-4039(00)01004-2