14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxy-3-hydroxymorphinan-6-one

Base Information

Chemical Name:14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxy-3-hydroxymorphinan-6-one
CAS No.:633303-34-1
Molecular Formula:C₂₇H₂₈ClNO₄
Molecular Weight:465.977
Hs Code.:

Synonyms:14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxy-3-hydroxymorphinan-6-one

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Chemical Property of 14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxy-3-hydroxymorphinan-6-one

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Technology Process of 14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxy-3-hydroxymorphinan-6-one

There total 3 articles about 14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxy-3-hydroxymorphinan-6-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: 63.0%

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

: 633303-34-1
14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxy-3-hydroxymorphinan-6-one

Guidance literature:: With hydrogenchloride; In methanol; for 2.5h; Heating;
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

: 633303-34-1
14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxy-3-hydroxymorphinan-6-one

Guidance literature:: Multi-step reaction with 3 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

3.1: 63 percent / conc. HCl / methanol / 2.5 h / Heating

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

Reference yield:

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

: 633303-34-1
14β-[(2-chlorobenzyl)oxy]-17-(cyclopropylmethyl)-4,5α-epoxy-3-hydroxymorphinan-6-one

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 65 percent / dimethylformamide / 4 h / 0 - 20 °C

2.1: 63 percent / conc. HCl / methanol / 2.5 h / Heating

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