(3R,6R,11aS)-6-(4-methoxybenzyl)-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one

Base Information

Chemical Name:(3R,6R,11aS)-6-(4-methoxybenzyl)-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one
CAS No.:929297-28-9
Molecular Formula:C₂₆H₂₅NO₃
Molecular Weight:399.489
Hs Code.:

Synonyms:(3R,6R,11aS)-6-(4-methoxybenzyl)-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one

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Chemical Property of (3R,6R,11aS)-6-(4-methoxybenzyl)-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one

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Technology Process of (3R,6R,11aS)-6-(4-methoxybenzyl)-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one

There total 9 articles about (3R,6R,11aS)-6-(4-methoxybenzyl)-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-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:

: 863908-08-1
(3R,11aS)-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one

: 2746-25-0
p-Methoxybenzyl bromide

: 929297-28-9
(3R,6R,11aS)-6-(4-methoxybenzyl)-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one

: (3R,6S,11aS)-6-(4-methoxybenzyl)-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one

Guidance literature:: (3R,11aS)-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one; With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 1h;

p-Methoxybenzyl bromide; In tetrahydrofuran; at 0 ℃; Further stages.;
DOI:10.1002/ejoc.200600746

Reference yield:

: 863908-11-6
(R)-2-{[N-(2-hydroxy-1-phenylethyl)carbamoylmethyl]phenyl}acetic acid

: 929297-28-9
(3R,6R,11aS)-6-(4-methoxybenzyl)-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 83 percent / methanol / 19 h / 20 °C

2.1: 91 percent / imidazole / dimethylformamide / 16 h / 20 °C

3.1: 93 percent / LiBH₄ / tetrahydrofuran / 18 h / 20 °C

4.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

4.2: 83 percent / NaOH / diethyl ether; CH₂Cl₂ / 0.25 h / 20 °C

5.1: 88 percent / HCl / 5 h / 20 °C

6.1: 54 percent / conc. HCl / CHCl₃ / 3 h / 0 °C

7.1: LDA / tetrahydrofuran / 1 h / 0 °C

7.2: tetrahydrofuran / 0 °C

With 1H-imidazole; hydrogenchloride; lithium borohydride; Dess-Martin periodane; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200600746

Reference yield:

: 863908-13-8
methyl (R)-2-{2-[N-(2-hydroxy-1-phenylethyl)carbamoylmethyl]phenyl}acetate

: 929297-28-9
(3R,6R,11aS)-6-(4-methoxybenzyl)-3-phenyl-2,3,11,11a-tetrahydro[1,3]oxazolo[2,3-b][3]benzazepin-5(6H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 91 percent / imidazole / dimethylformamide / 16 h / 20 °C

2.1: 93 percent / LiBH₄ / tetrahydrofuran / 18 h / 20 °C

3.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

3.2: 83 percent / NaOH / diethyl ether; CH₂Cl₂ / 0.25 h / 20 °C

4.1: 88 percent / HCl / 5 h / 20 °C

5.1: 54 percent / conc. HCl / CHCl₃ / 3 h / 0 °C

6.1: LDA / tetrahydrofuran / 1 h / 0 °C

6.2: tetrahydrofuran / 0 °C

With 1H-imidazole; hydrogenchloride; lithium borohydride; Dess-Martin periodane; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200600746