(4R,4aS,6S,7S,7aS,12bS)-6-((benzyloxy)methyl)-3-(cyclopropylmethyl)-9-methoxy-7-phenyl-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinoline

Base Information

Chemical Name:(4R,4aS,6S,7S,7aS,12bS)-6-((benzyloxy)methyl)-3-(cyclopropylmethyl)-9-methoxy-7-phenyl-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinoline
CAS No.:1367594-55-5
Molecular Formula:C₃₇H₄₁NO₃
Molecular Weight:547.737
Hs Code.:

(4R,4aS,6S,7S,7aS,12bS)-6-((benzyloxy)methyl)-3-(cyclopropylmethyl)-9-methoxy-7-phenyl-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinoline

Synonyms:(4R,4aS,6S,7S,7aS,12bS)-6-((benzyloxy)methyl)-3-(cyclopropylmethyl)-9-methoxy-7-phenyl-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinoline

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Chemical Property of (4R,4aS,6S,7S,7aS,12bS)-6-((benzyloxy)methyl)-3-(cyclopropylmethyl)-9-methoxy-7-phenyl-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinoline

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Technology Process of (4R,4aS,6S,7S,7aS,12bS)-6-((benzyloxy)methyl)-3-(cyclopropylmethyl)-9-methoxy-7-phenyl-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinoline

There total 9 articles about (4R,4aS,6S,7S,7aS,12bS)-6-((benzyloxy)methyl)-3-(cyclopropylmethyl)-9-methoxy-7-phenyl-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinoline 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: 66.0%

: C₃₀H₃₅NO₃

: 100-39-0
benzyl bromide

: 1367594-55-5
(4R,4aS,6S,7S,7aS,12bS)-6-((benzyloxy)methyl)-3-(cyclopropylmethyl)-9-methoxy-7-phenyl-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinoline

Guidance literature:: C₃₀H₃₅NO₃; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.5h; Inert atmosphere; Cooling with ice;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃;

Reference yield:

: 5083-80-7
N-(cyclopropylmethyl)northebaine

: 1367594-55-5
(4R,4aS,6S,7S,7aS,12bS)-6-((benzyloxy)methyl)-3-(cyclopropylmethyl)-9-methoxy-7-phenyl-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinoline

Guidance literature:: Multi-step reaction with 8 steps

1.1: N-chloro-succinimide / water; acetone / 0.25 h

2.1: sodium tetrahydroborate / methanol; water

3.1: pyridine / 42 h / Cooling with ice

4.1: lithium bromide / N,N-dimethyl-formamide / 100 °C

5.1: barium hydroxide octahydrate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / 1 h / Reflux

6.1: 55 - 60 °C

7.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; ethanol / 760.05 Torr

7.2: 20 °C

7.3: 2 h

8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C / Inert atmosphere; Cooling with ice

8.2: 20 °C

With pyridine; sodium tetrahydroborate; N-chloro-succinimide; barium hydroxide octahydrate; hydrogen; sodium hydride; lithium bromide; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; N,N-dimethyl-formamide; acetone; mineral oil;

Reference yield:

: 2579-67-1
northebaine

: 1367594-55-5
(4R,4aS,6S,7S,7aS,12bS)-6-((benzyloxy)methyl)-3-(cyclopropylmethyl)-9-methoxy-7-phenyl-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinoline

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 90 °C

2.1: N-chloro-succinimide / water; acetone / 0.25 h

3.1: sodium tetrahydroborate / methanol; water

4.1: pyridine / 42 h / Cooling with ice

5.1: lithium bromide / N,N-dimethyl-formamide / 100 °C

6.1: barium hydroxide octahydrate / bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane; water / 1 h / Reflux

7.1: 55 - 60 °C

8.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; ethanol / 760.05 Torr

8.2: 20 °C

8.3: 2 h

9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C / Inert atmosphere; Cooling with ice

9.2: 20 °C

With pyridine; sodium tetrahydroborate; N-chloro-succinimide; barium hydroxide octahydrate; hydrogen; sodium hydride; sodium hydrogencarbonate; lithium bromide; bis-triphenylphosphine-palladium(II) chloride; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; N,N-dimethyl-formamide; acetone; mineral oil;