(2S,5S,7aS,11aS)-3-(benzyloxymethyl)decahydro-1H-pyrrolo[1,2-j]quinoline-5-carbonitrile

Base Information

Chemical Name:(2S,5S,7aS,11aS)-3-(benzyloxymethyl)decahydro-1H-pyrrolo[1,2-j]quinoline-5-carbonitrile
CAS No.:879572-67-5
Molecular Formula:C₂₁H₂₈N₂O
Molecular Weight:324.466
Hs Code.:

Synonyms:(2S,5S,7aS,11aS)-3-(benzyloxymethyl)decahydro-1H-pyrrolo[1,2-j]quinoline-5-carbonitrile

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Chemical Property of (2S,5S,7aS,11aS)-3-(benzyloxymethyl)decahydro-1H-pyrrolo[1,2-j]quinoline-5-carbonitrile

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Technology Process of (2S,5S,7aS,11aS)-3-(benzyloxymethyl)decahydro-1H-pyrrolo[1,2-j]quinoline-5-carbonitrile

There total 18 articles about (2S,5S,7aS,11aS)-3-(benzyloxymethyl)decahydro-1H-pyrrolo[1,2-j]quinoline-5-carbonitrile 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:

: 879572-75-5
(2S,5R,10S)-tert-butyl 5-(benzyloxymethyl)-10-[3'-(tert-butyldiphenylsilanyloxy)propyl]-1-azaspiro[4,5]dec-6-ene-1-carboxylate

: 879572-67-5
(2S,5S,7aS,11aS)-3-(benzyloxymethyl)decahydro-1H-pyrrolo[1,2-j]quinoline-5-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / hydrogen; triethylamine / Pd/C / methanol / 12 h / 20 °C

2: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 12 h / 20 °C

3: 96 percent / NaHCO₃; Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 0 °C

4: p-TsOH*H₂O / acetone; H₂O / 5 h / Heating

5: 9.8 mg / HCl / acetone; H₂O / 5 h / 20 °C

With hydrogenchloride; tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetone;
DOI:10.1021/ol053010j

Reference yield:

: 879572-72-2
(2S,5S)-tert-butyl 5-(benzyloxymethyl)-2-[(S)-1-(tert-butyldiphenylsilyloxy)oct-7-en-4-yl]-2-vinylpyrrolidine-1-carboxylate

: 879572-67-5
(2S,5S,7aS,11aS)-3-(benzyloxymethyl)decahydro-1H-pyrrolo[1,2-j]quinoline-5-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / second generation Grubbs' catalyst / CH₂Cl₂ / 1 h / 40 °C

2: 95 percent / hydrogen; triethylamine / Pd/C / methanol / 12 h / 20 °C

3: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 12 h / 20 °C

4: 96 percent / NaHCO₃; Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 0 °C

5: p-TsOH*H₂O / acetone; H₂O / 5 h / Heating

6: 9.8 mg / HCl / acetone; H₂O / 5 h / 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; hydrogenchloride; tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetone;
DOI:10.1021/ol053010j