[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-oxo-octahydro-quinolizin-3-yl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-oxo-octahydro-quinolizin-3-yl]-carbamic acid tert-butyl ester
CAS No.:856660-71-4
Molecular Formula:C₃₁H₄₄N₂O₄Si
Molecular Weight:536.787
Hs Code.:

[6-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-4-oxo-octahydro-quinolizin-3-yl]-carbamic acid <i>tert</i>-butyl ester

Synonyms:[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-oxo-octahydro-quinolizin-3-yl]-carbamic acid tert-butyl ester

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Chemical Property of [6-(tert-butyl-diphenyl-silanyloxymethyl)-4-oxo-octahydro-quinolizin-3-yl]-carbamic acid tert-butyl ester

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Technology Process of [6-(tert-butyl-diphenyl-silanyloxymethyl)-4-oxo-octahydro-quinolizin-3-yl]-carbamic acid tert-butyl ester

There total 16 articles about [6-(tert-butyl-diphenyl-silanyloxymethyl)-4-oxo-octahydro-quinolizin-3-yl]-carbamic acid tert-butyl ester 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: 77.0%

: 856660-70-3
2-tert-butoxycarbonylamino-4-[6-(tert-butyl-diphenyl-silanyloxymethyl)-piperidin-2-yl]-butyric acid

: 856660-71-4
[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-oxo-octahydro-quinolizin-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1002/ejoc.200400709

Reference yield:

: 856660-69-0
6-benzenesulfonyl-9-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-10-(tert-butyl-diphenyl-silanyloxy)-5-oxo-decanoic acid

: 856660-71-4
[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-oxo-octahydro-quinolizin-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / Raney nickel / ethanol / Heating

2: 77 percent / EDCl; HOBt / dimethylformamide / 3 h / 20 °C

With nickel; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200400709

Reference yield:

: 67436-17-3
dimethyl (S)-N-(benzyloxycarbonyl)glutamate

: 856660-71-4
[6-(tert-butyl-diphenyl-silanyloxymethyl)-4-oxo-octahydro-quinolizin-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 79 percent / LiBH₄ / methanol; tetrahydrofuran / 4 h / 0 °C

2: 88 percent / pTsOH / CH₂Cl₂ / 24 h / 20 °C

3: 27.4 g / Et₃N / CH₂Cl₂ / 0.5 h / -20 °C

4: tetrahydrofuran / 1 h / 0 - 20 °C

5: 31.4 g / magnesium monoperoxy phthalate / ethanol / 0 °C

6: 24.1 g / CeCl₃*7H₂O; (COOH)2 / acetonitrile / 20 °C

7: 38.6 g / imidazole / dimethylformamide / 2 h / 20 °C

8: 85 percent / nBuLi / tetrahydrofuran; hexane / 2.33 h / -78 - 20 °C

9: 76 percent / Jones' reagent / acetone / 6 h / 0 °C

10: 84 percent / Raney nickel / ethanol / Heating

11: 77 percent / EDCl; HOBt / dimethylformamide / 3 h / 20 °C

With 1H-imidazole; lithium borohydride; n-butyllithium; jones' reagent; cerium(III) chloride; oxalic acid; nickel; benzotriazol-1-ol; toluene-4-sulfonic acid; magnesium monoperoxyphthalate hexahydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1002/ejoc.200400709