(4bR,8R,8aS,9aS,11aS,11bR)-11-benzyl-7-methyl-1-hydroxy-5,6,7,8,9a,11b-hexahydro-8a,11a-ethano-4,8-methano-9,12,14-trioxa-7,11-diazabenzo[a]benzo[4,5]cycloocta[1,2,3-gh]pentalen-10(11H)-one

Base Information

Chemical Name:(4bR,8R,8aS,9aS,11aS,11bR)-11-benzyl-7-methyl-1-hydroxy-5,6,7,8,9a,11b-hexahydro-8a,11a-ethano-4,8-methano-9,12,14-trioxa-7,11-diazabenzo[a]benzo[4,5]cycloocta[1,2,3-gh]pentalen-10(11H)-one
CAS No.:1391951-39-5
Molecular Formula:C₂₇H₂₈N₂O₅
Molecular Weight:460.53
Hs Code.:

(4bR,8R,8aS,9aS,11aS,11bR)-11-benzyl-7-methyl-1-hydroxy-5,6,7,8,9a,11b-hexahydro-8a,11a-ethano-4,8-methano-9,12,14-trioxa-7,11-diazabenzo[a]benzo[4,5]cycloocta[1,2,3-gh]pentalen-10(11H)-one

Synonyms:(4bR,8R,8aS,9aS,11aS,11bR)-11-benzyl-7-methyl-1-hydroxy-5,6,7,8,9a,11b-hexahydro-8a,11a-ethano-4,8-methano-9,12,14-trioxa-7,11-diazabenzo[a]benzo[4,5]cycloocta[1,2,3-gh]pentalen-10(11H)-one

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Chemical Property of (4bR,8R,8aS,9aS,11aS,11bR)-11-benzyl-7-methyl-1-hydroxy-5,6,7,8,9a,11b-hexahydro-8a,11a-ethano-4,8-methano-9,12,14-trioxa-7,11-diazabenzo[a]benzo[4,5]cycloocta[1,2,3-gh]pentalen-10(11H)-one

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Technology Process of (4bR,8R,8aS,9aS,11aS,11bR)-11-benzyl-7-methyl-1-hydroxy-5,6,7,8,9a,11b-hexahydro-8a,11a-ethano-4,8-methano-9,12,14-trioxa-7,11-diazabenzo[a]benzo[4,5]cycloocta[1,2,3-gh]pentalen-10(11H)-one

There total 4 articles about (4bR,8R,8aS,9aS,11aS,11bR)-11-benzyl-7-methyl-1-hydroxy-5,6,7,8,9a,11b-hexahydro-8a,11a-ethano-4,8-methano-9,12,14-trioxa-7,11-diazabenzo[a]benzo[4,5]cycloocta[1,2,3-gh]pentalen-10(11H)-one 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: 76.0%

: 1391951-32-8
(4bR,8R,8aS,9aS,11aS,11bR)-11-benzyl-7-methyl-1-methoxy-5,6,7,8,9a,11b-hexahydro-8a,11a-ethano-4,8-methano-9,12,14-trioxa-7,11-diazabenzo[a]benzo[4,5]cycloocta[1,2,3-gh]pentalen-10(11H)-one

: 1391951-39-5
(4bR,8R,8aS,9aS,11aS,11bR)-11-benzyl-7-methyl-1-hydroxy-5,6,7,8,9a,11b-hexahydro-8a,11a-ethano-4,8-methano-9,12,14-trioxa-7,11-diazabenzo[a]benzo[4,5]cycloocta[1,2,3-gh]pentalen-10(11H)-one

Guidance literature:: With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/ml400491k

Reference yield:

: 1391951-24-8
(1S,3aS,5aS,6R,11bR,11cR)-3-benzyl-3a,11-dihydroxy-10-methoxy-1,3,3a,4,5,6,7,11c-octahydro-2H-6,11b-(iminoethano)-1,5a-epoxynaphtho[1,2-e]indol-2-one

: 1391951-39-5
(4bR,8R,8aS,9aS,11aS,11bR)-11-benzyl-7-methyl-1-hydroxy-5,6,7,8,9a,11b-hexahydro-8a,11a-ethano-4,8-methano-9,12,14-trioxa-7,11-diazabenzo[a]benzo[4,5]cycloocta[1,2,3-gh]pentalen-10(11H)-one

Guidance literature:: Multi-step reaction with 3 steps

1: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 12 h / 20 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

3: boron tribromide / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

With boron tribromide; sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/ml400491k

Reference yield:

: 1391951-25-9
(1S,3aS,5aS,6R,11bR,11cR)-3-benzyl-3a,11-dihydroxy-10-methoxy-14-methyl-1,3,3a,4,5,6,7,11c-octahydro-2H-6,11b-(iminoethano)-1,5a-epoxynaphtho[1,2-e]indol-2-one

: 1391951-39-5
(4bR,8R,8aS,9aS,11aS,11bR)-11-benzyl-7-methyl-1-hydroxy-5,6,7,8,9a,11b-hexahydro-8a,11a-ethano-4,8-methano-9,12,14-trioxa-7,11-diazabenzo[a]benzo[4,5]cycloocta[1,2,3-gh]pentalen-10(11H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

2: boron tribromide / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere

With boron tribromide; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ml400491k