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

Base Information

• Chemical Name: 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
• CAS No.: 1012860-22-8
• Molecular Formula: C₂₇H₃₅N₃O₃Si
• Molecular Weight: 477.679
• Mol file: 1012860-22-8.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 4 articles about 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 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:

(R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one (896746-85-3) → 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 (1012860-22-8)

Guidance literature:

Multi-step reaction with 3 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

With methanol; sodium hydride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In dichloromethane;

DOI:10.1016/j.molstruc.2014.07.046

Reference yield:

(R)-4-(2-benzoyl-phenylcarbamoyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (896746-83-1) → 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 (1012860-22-8)

Guidance literature:

Multi-step reaction with 5 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

With 1H-imidazole; hydrogenchloride; methanol; sodium hydride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In methanol; dichloromethane;

DOI:10.1016/j.molstruc.2014.07.046

Reference yield:

(R)-[3-(tert-butyl-dimethyl-silanyloxymethyl)-2-oxo-5-phenyl-2,3-dihydro-benzo[e][1,4]diazepin-1-yl]-acetic acid ethyl ester (896746-86-4) → 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 (1012860-22-8)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With methanol; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; In dichloromethane;

DOI:10.1016/j.molstruc.2014.07.046

upstream raw materials:

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

(R)-[3-(tert-butyl-dimethyl-silanyloxymethyl)-2-oxo-5-phenyl-2,3-dihydro-benzo[e][1,4]diazepin-1-yl]-acetic acid ethyl ester

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

(R)-3-hydroxymethyl-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one

Downstream raw materials:

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

(R,E)-methyl4-(2-(3((4-chloro-2-(trifluoromethyl)phenylcarbamoyloxy)methyl)-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl)acetamido)but-2-enoate