tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-2-fluorobenzamido)propyl)carbamate

Base Information

• Chemical Name: tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-2-fluorobenzamido)propyl)carbamate
• CAS No.: 1417617-11-8
• Molecular Formula: C₃₄H₃₈ClFN₄O₄
• Molecular Weight: 621.152
• Mol file: 1417617-11-8.mol

Synonyms:tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-2-fluorobenzamido)propyl)carbamate

Chemical Property of tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-2-fluorobenzamido)propyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-2-fluorobenzamido)propyl)carbamate

There total 12 articles about tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-2-fluorobenzamido)propyl)carbamate 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: 69.0%

tert-butyl (3-((1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)amino)propyl)carbamate (1417617-01-6) + 2-Fluorobenzoyl chloride (393-52-2) → tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-2-fluorobenzamido)propyl)carbamate (1417617-11-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.bmc.2012.11.013

Reference yield:

N-tert-butoxycarbonyl-3-aminopropanol (58885-58-8) → tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-2-fluorobenzamido)propyl)carbamate (1417617-11-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 - 20 °C / Inert atmosphere

2.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 6 h / 20 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 20 °C

With oxalyl dichloride; sodium tris(acetoxy)borohydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1,2-dichloro-ethane; 1.1: |Swern Oxidation;

DOI:10.1016/j.bmc.2012.11.013

Reference yield:

2-Amino-4-chlorobenzoic acid (89-77-0) → tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-2-fluorobenzamido)propyl)carbamate (1417617-11-8)

Guidance literature:

Multi-step reaction with 9 steps

1.1: tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

2.1: 5 h / 100 °C / Inert atmosphere

3.1: toluene / 3 h / Inert atmosphere; Dean-Stark; Reflux

3.2: 5 h / Inert atmosphere; Dean-Stark; Reflux

4.1: sodium acetate; acetic acid; bromine / 4 h / 45 °C / Inert atmosphere

5.1: sodium azide / N,N-dimethyl-formamide / 5 h / 45 °C / Inert atmosphere

6.1: zinc; ammonium chloride / ethyl acetate; methanol / 0.5 h / 20 - 60 °C / Inert atmosphere

7.1: O,O'-dibenzoyl-L-tartaric acid / isopropyl alcohol / 18 h / 20 - 85 °C / Inert atmosphere

8.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 6 h / 20 °C / Inert atmosphere

9.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 20 °C

With sodium azide; bromine; sodium acetate; sodium tris(acetoxy)borohydride; ammonium chloride; acetic acid; N-ethyl-N,N-diisopropylamine; O,O'-dibenzoyl-L-tartaric acid; zinc; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; isopropyl alcohol; toluene;

DOI:10.1016/j.bmc.2012.11.013

upstream raw materials:

tert-butyl (3-((1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)amino)propyl)carbamate

2-Fluorobenzoyl chloride

2-Amino-4-chlorobenzoic acid

isopentanoyl chloride