(-)-sparteine; bis-hydrogen sulfate

Base Information

Chemical Name:(-)-sparteine; bis-hydrogen sulfate
CAS No.:98976-05-7
Molecular Formula:C₁₅H₂₆N₂*2H₂O₄S
Molecular Weight:430.544
Hs Code.:

Synonyms:

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Chemical Property of (-)-sparteine; bis-hydrogen sulfate

Chemical Property:

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Technology Process of (-)-sparteine; bis-hydrogen sulfate

There total 12 articles about (-)-sparteine; bis-hydrogen sulfate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

: 489-54-3,52345-93-4
(1R,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.0^2,7.0^10,15]heptadecane-8,16-dione

: 299-39-8,3735-89-5,52670-59-4,98976-05-7
(-)-sparteine; bis-hydrogen sulfate

Guidance literature:: (1R,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.0^2,7.0^10,15]heptadecane-8,16-dione; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 16h; Reflux; Inert atmosphere;

With sulfuric acid; In water;
DOI:10.1002/anie.201710261

Reference yield:

: 2739-99-3
2-ethoxycarbonylmethylpiperidine

: 299-39-8,3735-89-5,52670-59-4,98976-05-7
(-)-sparteine; bis-hydrogen sulfate

Guidance literature:: Multi-step reaction with 6 steps

1.1: dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

2.1: Lipase from Burkholeria cepacia / water; tetrahydrofuran; aq. phosphate buffer / 39 h / 35 °C / pH 7 / Enzymatic reaction

3.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

3.2: 16 h / 20 °C

4.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere

4.2: 16 h / 20 °C / Inert atmosphere

5.1: ammonium formate; 10 wt% Pd(OH)2 on carbon / ethanol / 4 h / Reflux

5.2: 16 h / Reflux

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 °C / Reflux; Inert atmosphere

With lithium aluminium tetrahydride; n-butyllithium; 10 wt% Pd(OH)2 on carbon; Lipase from Burkholeria cepacia; ammonium formate; diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; aq. phosphate buffer; ethanol; hexane; dichloromethane; water; 4.1: |Michael Addition / 4.2: |Michael Addition;
DOI:10.1002/anie.201710261

Reference yield:

: 2739-98-2
ethyl 2-(pyridinyl-2)acetate

: 299-39-8,3735-89-5,52670-59-4,98976-05-7
(-)-sparteine; bis-hydrogen sulfate

Guidance literature:: Multi-step reaction with 10 steps

1.1: platinum(IV) oxide; hydrogenchloride; hydrogen / ethanol; water / 24 h / 20 °C

2.1: dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

3.1: Lipase from Burkholeria cepacia / water; tetrahydrofuran; aq. phosphate buffer / 39 h / 35 °C / pH 7 / Enzymatic reaction

4.1: dicyclohexyl-carbodiimide; dmap / acetonitrile / 2 h / 20 °C / Inert atmosphere

5.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

5.2: 16 h / 20 °C / Inert atmosphere

6.1: tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

6.2: 16 h / Reflux

7.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

7.2: 16 h / 20 °C

8.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere

8.2: 16 h / 20 °C / Inert atmosphere

9.1: ammonium formate; 10 wt% Pd(OH)2 on carbon / ethanol / 4 h / Reflux

9.2: 16 h / Reflux

10.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 °C / Reflux; Inert atmosphere

With hydrogenchloride; dmap; platinum(IV) oxide; lithium aluminium tetrahydride; n-butyllithium; 10 wt% Pd(OH)2 on carbon; Lipase from Burkholeria cepacia; hydrogen; ammonium formate; diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; aq. phosphate buffer; ethanol; hexane; dichloromethane; water; acetonitrile; 8.1: |Michael Addition / 8.2: |Michael Addition;
DOI:10.1002/anie.201710261