3-(benzyloxy)-14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxymorphinan-6-one ethane-1,2-diyl acetal

Base Information

Chemical Name:3-(benzyloxy)-14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxymorphinan-6-one ethane-1,2-diyl acetal
CAS No.:633303-37-4
Molecular Formula:C₃₆H₃₈ClNO₅
Molecular Weight:600.154
Hs Code.:

Synonyms:3-(benzyloxy)-14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxymorphinan-6-one ethane-1,2-diyl acetal

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Chemical Property of 3-(benzyloxy)-14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxymorphinan-6-one ethane-1,2-diyl acetal

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Technology Process of 3-(benzyloxy)-14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxymorphinan-6-one ethane-1,2-diyl acetal

There total 3 articles about 3-(benzyloxy)-14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxymorphinan-6-one ethane-1,2-diyl acetal 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: 65.0%

: 611-17-6
1-bromomethyl-2-chlorobenzene

: 547767-36-2
3-(benzyloxy)-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxymorphinan-6-one ethane-1,2-diyl acetal

: 633303-37-4
3-(benzyloxy)-14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxymorphinan-6-one ethane-1,2-diyl acetal

Guidance literature:: 3-(benzyloxy)-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxymorphinan-6-one ethane-1,2-diyl acetal; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 5 ℃; for 0.416667h;

1-bromomethyl-2-chlorobenzene; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h;
DOI:10.1002/hlca.200390187

Reference yield:

: 100-39-0
benzyl bromide

: 633303-37-4
3-(benzyloxy)-14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxymorphinan-6-one ethane-1,2-diyl acetal

Guidance literature:: Multi-step reaction with 2 steps

1.1: 87 percent / K₂CO₃ / dimethylformamide / 22 h / 20 °C

2.1: NaH / dimethylformamide / 0.42 h / 0 - 5 °C

2.2: 65 percent / dimethylformamide / 4 h / 0 - 20 °C

With sodium hydride; potassium carbonate; In N,N-dimethyl-formamide;
DOI:10.1002/hlca.200390187

Reference yield:

: 16676-32-7
(4'R,4a'S,7a'R,12b'S)-3'-(cyclopropylmethyl)-1',2',3',4',5',6'-hexahydro-4a'H,7a'H-spiro[[1,3]dioxolane-2,7'-[4,12]methanobenzofuro[3,2-e]isoquinoline]-4a',9'-diol

: 633303-37-4
3-(benzyloxy)-14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxymorphinan-6-one ethane-1,2-diyl acetal

Guidance literature:: Multi-step reaction with 2 steps

1.1: 87 percent / K₂CO₃ / dimethylformamide / 22 h / 20 °C

2.1: NaH / dimethylformamide / 0.42 h / 0 - 5 °C

2.2: 65 percent / dimethylformamide / 4 h / 0 - 20 °C

With sodium hydride; potassium carbonate; In N,N-dimethyl-formamide;
DOI:10.1002/hlca.200390187