(6S,6aS,10aS)-benzyl 12-(benzyloxy)-2-methyl-1,2,3,5,6,6a,7,8,9,10-decahydro-6,10a-(epiminoethano)phenanthro[1,2-b][1,4]oxazine-15-carboxylate

Base Information

Chemical Name:(6S,6aS,10aS)-benzyl 12-(benzyloxy)-2-methyl-1,2,3,5,6,6a,7,8,9,10-decahydro-6,10a-(epiminoethano)phenanthro[1,2-b][1,4]oxazine-15-carboxylate
CAS No.:1346516-57-1
Molecular Formula:C₃₄H₃₈N₂O₄
Molecular Weight:538.687
Hs Code.:

Synonyms:(6S,6aS,10aS)-benzyl 12-(benzyloxy)-2-methyl-1,2,3,5,6,6a,7,8,9,10-decahydro-6,10a-(epiminoethano)phenanthro[1,2-b][1,4]oxazine-15-carboxylate

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Chemical Property of (6S,6aS,10aS)-benzyl 12-(benzyloxy)-2-methyl-1,2,3,5,6,6a,7,8,9,10-decahydro-6,10a-(epiminoethano)phenanthro[1,2-b][1,4]oxazine-15-carboxylate

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Technology Process of (6S,6aS,10aS)-benzyl 12-(benzyloxy)-2-methyl-1,2,3,5,6,6a,7,8,9,10-decahydro-6,10a-(epiminoethano)phenanthro[1,2-b][1,4]oxazine-15-carboxylate

There total 9 articles about (6S,6aS,10aS)-benzyl 12-(benzyloxy)-2-methyl-1,2,3,5,6,6a,7,8,9,10-decahydro-6,10a-(epiminoethano)phenanthro[1,2-b][1,4]oxazine-15-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: 40.0%

: 1346516-56-0
(4bS,8aS,9S)-benzyl 3-(benzyloxy)-1-bromo-2-((1-hydroxypropan-2-yl)amino)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene-11-carboxylate

: 1346516-57-1
(6S,6aS,10aS)-benzyl 12-(benzyloxy)-2-methyl-1,2,3,5,6,6a,7,8,9,10-decahydro-6,10a-(epiminoethano)phenanthro[1,2-b][1,4]oxazine-15-carboxylate

Guidance literature:: With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine; In toluene; at 100 ℃; for 48h; Inert atmosphere;

Reference yield:

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

: 1346516-57-1
(6S,6aS,10aS)-benzyl 12-(benzyloxy)-2-methyl-1,2,3,5,6,6a,7,8,9,10-decahydro-6,10a-(epiminoethano)phenanthro[1,2-b][1,4]oxazine-15-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: sodium hydroxide / 1,4-dioxane; water / 20 °C / Inert atmosphere

2: nitric acid; formic acid / 20 °C / Inert atmosphere

3: potassium carbonate / N,N-dimethyl-formamide / 70 °C / Inert atmosphere

4: hydrazine hydrate / Raney Ni / water; methanol / 2 h / 20 °C / Inert atmosphere

5: pyridinium hydrobromide perbromide / tetrahydrofuran / 60 °C / Inert atmosphere

6: sodium iodide; sodium hydride / N,N-dimethyl-formamide / 120 h / 80 °C / Inert atmosphere

7: lithium borohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

8: sodium t-butanolate / 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 48 h / 100 °C / Inert atmosphere

With lithium borohydride; formic acid; pyridinium hydrobromide perbromide; nitric acid; sodium hydride; potassium carbonate; hydrazine hydrate; sodium iodide; sodium hydroxide; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 159723-96-3
N-17-Cbz-3-hydroxymorphinan

: 1346516-57-1
(6S,6aS,10aS)-benzyl 12-(benzyloxy)-2-methyl-1,2,3,5,6,6a,7,8,9,10-decahydro-6,10a-(epiminoethano)phenanthro[1,2-b][1,4]oxazine-15-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: nitric acid; formic acid / 20 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 70 °C / Inert atmosphere

3: hydrazine hydrate / Raney Ni / water; methanol / 2 h / 20 °C / Inert atmosphere

4: pyridinium hydrobromide perbromide / tetrahydrofuran / 60 °C / Inert atmosphere

5: sodium iodide; sodium hydride / N,N-dimethyl-formamide / 120 h / 80 °C / Inert atmosphere

6: lithium borohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

7: sodium t-butanolate / 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 48 h / 100 °C / Inert atmosphere

With lithium borohydride; formic acid; pyridinium hydrobromide perbromide; nitric acid; sodium hydride; potassium carbonate; hydrazine hydrate; sodium iodide; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene;