Carbonic acid benzyl ester (3S,4R,12bS)-3-ethyl-13-hydroxymethyl-12-methyl-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizin-4-yl ester

Base Information

Chemical Name:Carbonic acid benzyl ester (3S,4R,12bS)-3-ethyl-13-hydroxymethyl-12-methyl-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizin-4-yl ester
CAS No.:133761-69-0
Molecular Formula:C₂₈H₃₂N₂O₄
Molecular Weight:460.573
Hs Code.:

Carbonic acid benzyl ester (3S,4R,12bS)-3-ethyl-13-hydroxymethyl-12-methyl-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizin-4-yl ester

Synonyms:Carbonic acid benzyl ester (3S,4R,12bS)-3-ethyl-13-hydroxymethyl-12-methyl-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizin-4-yl ester

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Chemical Property of Carbonic acid benzyl ester (3S,4R,12bS)-3-ethyl-13-hydroxymethyl-12-methyl-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizin-4-yl ester

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Technology Process of Carbonic acid benzyl ester (3S,4R,12bS)-3-ethyl-13-hydroxymethyl-12-methyl-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizin-4-yl ester

There total 5 articles about Carbonic acid benzyl ester (3S,4R,12bS)-3-ethyl-13-hydroxymethyl-12-methyl-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizin-4-yl 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: 90.0%

: 133761-68-9,133814-12-7
Carbonic acid benzyl ester (3S,4R,12bS,13S)-3-ethyl-13-formyl-12-methyl-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizin-4-yl ester

: 133761-69-0
Carbonic acid benzyl ester (3S,4R,12bS)-3-ethyl-13-hydroxymethyl-12-methyl-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizin-4-yl ester

Guidance literature:: With sodium tetrahydroborate; In methanol; for 10h; Ambient temperature;
DOI:10.1016/S0040-4020(01)86414-0

Reference yield:

: 133761-67-8
Carbonic acid benzyl ester (3S,4R,8S,13aR)-3-ethyl-8-hydroxy-13-methyl-1,3,4,7,8,13,13a,13b-octahydro-2H,6H-2,7-cyclo-6,8a-methano-pyrido[1',2':1,2]azepino[3,4-b]indol-4-yl ester

: 133761-69-0
Carbonic acid benzyl ester (3S,4R,12bS)-3-ethyl-13-hydroxymethyl-12-methyl-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizin-4-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 68 percent / Pb(OAc)4 / CH₂Cl₂ / 0.42 h / -70 °C

2: 99 percent / DBU / tetrahydrofuran / 0.33 h / Ambient temperature

3: 90 percent / NaBH₄ / methanol / 10 h / Ambient temperature

With lead(IV) acetate; sodium tetrahydroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)86414-0

Reference yield:

: 509-37-5,4360-12-7,6835-90-1,6989-79-3,22395-56-8,32999-94-3,51019-46-6,73089-81-3,149496-13-9
ajmaline

: 133761-69-0
Carbonic acid benzyl ester (3S,4R,12bS)-3-ethyl-13-hydroxymethyl-12-methyl-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizin-4-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / 1N aq. NaOH / CH₂Cl₂ / 1.5 h / 0 °C

2: 68 percent / Pb(OAc)4 / CH₂Cl₂ / 0.42 h / -70 °C

3: 99 percent / DBU / tetrahydrofuran / 0.33 h / Ambient temperature

4: 90 percent / NaBH₄ / methanol / 10 h / Ambient temperature

With lead(IV) acetate; sodium hydroxide; sodium tetrahydroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)86414-0