(4bS,8aS,9S)-benzyl 3-(benzyloxy)-1-bromo-2-((2-nitrophenyl)amino)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-11-carboxylate

Base Information

Chemical Name:(4bS,8aS,9S)-benzyl 3-(benzyloxy)-1-bromo-2-((2-nitrophenyl)amino)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-11-carboxylate
CAS No.:1262870-26-7
Molecular Formula:C₃₇H₃₆BrN₃O₅
Molecular Weight:682.614
Hs Code.:

Synonyms:(4bS,8aS,9S)-benzyl 3-(benzyloxy)-1-bromo-2-((2-nitrophenyl)amino)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-11-carboxylate

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Chemical Property of (4bS,8aS,9S)-benzyl 3-(benzyloxy)-1-bromo-2-((2-nitrophenyl)amino)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-11-carboxylate

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Technology Process of (4bS,8aS,9S)-benzyl 3-(benzyloxy)-1-bromo-2-((2-nitrophenyl)amino)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-11-carboxylate

There total 9 articles about (4bS,8aS,9S)-benzyl 3-(benzyloxy)-1-bromo-2-((2-nitrophenyl)amino)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-11-carboxylate 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: 88.0%

: 1262870-14-3
(4bS,8aS,9S)-benzyl 3-(benzyloxy)-2-((2-nitrophenyl)amino)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-11-carboxylate

: 1262870-26-7
(4bS,8aS,9S)-benzyl 3-(benzyloxy)-1-bromo-2-((2-nitrophenyl)amino)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-11-carboxylate

Guidance literature:: With pyridinium hydrobromide perbromide; In tetrahydrofuran; at 60 ℃;

Reference yield:

: 1262870-12-1
(4bS,8aS,9S)-benzyl 3-(benzyloxy)-2-nitro-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-11-carboxylate

: 1262870-26-7
(4bS,8aS,9S)-benzyl 3-(benzyloxy)-1-bromo-2-((2-nitrophenyl)amino)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-11-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrazine hydrate / Raney nickel / water; methanol / 2 h / 20 °C

2: sodium t-butanolate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 110 °C

3: pyridinium hydrobromide perbromide / tetrahydrofuran / 60 °C

With pyridinium hydrobromide perbromide; hydrazine hydrate; sodium t-butanolate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; methanol; water; toluene;

Reference yield:

: (+)-3-hydroxymorphinan hydrobromide

: 1262870-26-7
(4bS,8aS,9S)-benzyl 3-(benzyloxy)-1-bromo-2-((2-nitrophenyl)amino)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-11-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: sodium hydroxide / 1,4-dioxane; water / 0.5 h / 0 - 20 °C

2: nitric acid; formic acid / water / 0 - 20 °C

3: sodium hydroxide / 1,4-dioxane / 0 - 20 °C

4: potassium carbonate / N,N-dimethyl-formamide / 70 °C

5: hydrazine hydrate / Raney nickel / water; methanol / 2 h / 20 °C

6: sodium t-butanolate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 110 °C

7: pyridinium hydrobromide perbromide / tetrahydrofuran / 60 °C

With formic acid; pyridinium hydrobromide perbromide; nitric acid; potassium carbonate; hydrazine hydrate; sodium hydroxide; sodium t-butanolate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; toluene;