N-allyl-2-[(3R)-3-(hydroxymethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetamide

Base Information

Chemical Name:N-allyl-2-[(3R)-3-(hydroxymethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetamide
CAS No.:1012860-26-2
Molecular Formula:C₂₁H₂₁N₃O₃
Molecular Weight:363.416
Hs Code.:

Synonyms:N-allyl-2-[(3R)-3-(hydroxymethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetamide

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Chemical Property of N-allyl-2-[(3R)-3-(hydroxymethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetamide

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Technology Process of N-allyl-2-[(3R)-3-(hydroxymethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetamide

There total 6 articles about N-allyl-2-[(3R)-3-(hydroxymethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetamide 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:

: 1012860-22-8
N-allyl-2-[(3R)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetamide

: 1012860-26-2
N-allyl-2-[(3R)-3-(hydroxymethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 5h;
DOI:10.1021/jm701141u

Reference yield:

: 896746-85-3
(R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one

: 1012860-26-2
N-allyl-2-[(3R)-3-(hydroxymethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / 1 h / 0 °C

1.2: 12 h / 20 °C

2.1: methanol; lithium hydroxide / 6 h / 0 - 20 °C

3.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 12 h / 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 h / 20 °C

With methanol; tetrabutyl ammonium fluoride; sodium hydride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.molstruc.2014.07.046

Reference yield:

: 896746-83-1
(R)-4-(2-benzoyl-phenylcarbamoyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 1012860-26-2
N-allyl-2-[(3R)-3-(hydroxymethyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: hydrogenchloride / methanol / 5 h / Reflux

1.2: 12 h / Reflux

2.1: 1H-imidazole / dichloromethane / 12 h / 0 - 20 °C

3.1: sodium hydride / 1 h / 0 °C

3.2: 12 h / 20 °C

4.1: methanol; lithium hydroxide / 6 h / 0 - 20 °C

5.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 12 h / 20 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 h / 20 °C

With 1H-imidazole; hydrogenchloride; methanol; tetrabutyl ammonium fluoride; sodium hydride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.molstruc.2014.07.046