3-benzyloxycarbonyl-8(S)6(R)-(epoxymethano)1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole

Base Information

Chemical Name:3-benzyloxycarbonyl-8(S)6(R)-(epoxymethano)1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole
CAS No.:80249-13-4
Molecular Formula:C₂₄H₂₆N₂O₃
Molecular Weight:390.482
Hs Code.:

Synonyms:3-benzyloxycarbonyl-8(S)6(R)-(epoxymethano)1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole

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Chemical Property of 3-benzyloxycarbonyl-8(S)6(R)-(epoxymethano)1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole

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Technology Process of 3-benzyloxycarbonyl-8(S)6(R)-(epoxymethano)1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole

There total 7 articles about 3-benzyloxycarbonyl-8(S)6(R)-(epoxymethano)1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole 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: 79.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 31842-97-4,31842-98-5,80264-59-1,80264-60-4
2(R)-hydroxymethyl-1,2,3,4,6,7,12,12b(R)-octahydroindolo<2,3-a>quinolizine

: 80249-13-4
3-benzyloxycarbonyl-8(S)6(R)-(epoxymethano)1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole

Guidance literature:: With sodium carbonate; In tetrahydrofuran; at 55 ℃; for 2h;
DOI:10.1016/S0040-4020(01)92094-0

Reference yield:

: 67-56-1
methanol

: 501-53-1,94274-21-2
benzyl chloroformate

: 31842-97-4,31842-98-5,80264-59-1,80264-60-4
2(R)-hydroxymethyl-1,2,3,4,6,7,12,12b(R)-octahydroindolo<2,3-a>quinolizine

: 80249-13-4
3-benzyloxycarbonyl-8(S)6(R)-(epoxymethano)1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole

: 80249-08-7,80299-71-4
3-benzyloxycarbonyl-6(R)-hydroxymethyl-8(R)-methoxy-1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole

Guidance literature:: With sodium carbonate; In tetrahydrofuran; at 55 ℃; for 2h;
DOI:10.1016/S0040-4020(01)92094-0

Reference yield:

: (S)-4-Oxo-3,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizine-2,2-dicarboxylic acid ethyl ester

: 80249-13-4
3-benzyloxycarbonyl-8(S)6(R)-(epoxymethano)1,2,3,4,5,6,7,8-octahydro-9H-azecino<5,4-b>indole

Guidance literature:: Multi-step reaction with 4 steps

1: dimethylformamide / 1.5 h / 100 °C

2: 16 percent / NaBH₄, NaOH / methanol / 1.5 h / Heating

3: LiAlH₄ / tetrahydrofuran / 1 h / Heating

4: anhyd. Na₂CO₃ / tetrahydrofuran / 2 h / 55 °C

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)92094-0