N-(3-(3-fluorophenyl)-1-((R)-1-isopropyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-1-oxopropan-2-yl)-2-trimethylstannanylbenzamide

Base Information

• Chemical Name: N-(3-(3-fluorophenyl)-1-((R)-1-isopropyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-1-oxopropan-2-yl)-2-trimethylstannanylbenzamide
• CAS No.: 1414963-26-0
• Molecular Formula: C₃₂H₃₈FN₃O₃Sn
• Molecular Weight: 650.38

Synonyms:N-(3-(3-fluorophenyl)-1-((R)-1-isopropyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-1-oxopropan-2-yl)-2-trimethylstannanylbenzamide

Chemical Property of N-(3-(3-fluorophenyl)-1-((R)-1-isopropyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-1-oxopropan-2-yl)-2-trimethylstannanylbenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of N-(3-(3-fluorophenyl)-1-((R)-1-isopropyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-1-oxopropan-2-yl)-2-trimethylstannanylbenzamide

There total 10 articles about N-(3-(3-fluorophenyl)-1-((R)-1-isopropyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-1-oxopropan-2-yl)-2-trimethylstannanylbenzamide 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: 46.0%

2-trimethylstannanyl-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester (1414963-25-9) + 2-amino-3-(2-fluorophenyl)-N-((R)-1-isopropyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl)propanamide (1414963-23-7) → N-(3-(3-fluorophenyl)-1-((R)-1-isopropyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-1-oxopropan-2-yl)-2-trimethylstannanylbenzamide (1414963-26-0)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 96h;

DOI:10.1039/c2ob26695d

Reference yield:

3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one (86499-96-9) → N-(3-(3-fluorophenyl)-1-((R)-1-isopropyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-1-oxopropan-2-yl)-2-trimethylstannanylbenzamide (1414963-26-0)

Guidance literature:

Multi-step reaction with 10 steps

1.1: sodium azide; sodium iodide / N,N-dimethyl-formamide / 24 h / 20 °C

2.1: triphenylphosphine / tetrahydrofuran; water / 20 h / 20 - 60 °C / Inert atmosphere

3.1: D-pyrrolidone-5-carboxylic acid; 5-Nitrosalicylaldehyde / water; isopropyl alcohol / 48 h / 70 °C / Inert atmosphere

4.1: water; acetonitrile / 0.67 h / 73 °C

5.1: triethylamine / N,N-dimethyl-formamide; chloroform / 20 h / Inert atmosphere

6.1: sodium hydride / N,N-dimethyl-formamide / 0.67 h / Cooling with ice; Inert atmosphere

6.2: 17 h / 20 °C / Cooling with ice

7.1: toluene-4-sulfonic acid / methanol / 0.75 h / 75 °C

8.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 20 °C

9.1: trifluoroacetic acid / dichloromethane / 5 h / 20 °C

10.1: triethylamine / N,N-dimethyl-formamide / 96 h / 20 °C

With sodium azide; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; toluene-4-sulfonic acid; 5-Nitrosalicylaldehyde; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; sodium iodide; D-pyrrolidone-5-carboxylic acid; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; 2.1: |Staudinger Azide Reduction;

DOI:10.1039/c2ob26695d

Reference yield:

2-Iodobenzoic acid (88-67-5) → N-(3-(3-fluorophenyl)-1-((R)-1-isopropyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-ylamino)-1-oxopropan-2-yl)-2-trimethylstannanylbenzamide (1414963-26-0)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / N,N-dimethyl-formamide / 3 h / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 5 h / 115 °C / Inert atmosphere

3: triethylamine / N,N-dimethyl-formamide / 96 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide; toluene;

DOI:10.1039/c2ob26695d

upstream raw materials:

2-trimethylstannanyl-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester

2-amino-3-(2-fluorophenyl)-N-((R)-1-isopropyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl)propanamide

3-bromo-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one

2-Iodobenzoic acid

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