(±)-tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-3-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)-3-fluorobenzamido)propyl)carbamate
CAS No.:1417617-06-1
Molecular Formula:C₃₄H₃₈ClFN₄O₄
Molecular Weight:621.152
Hs Code.:

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

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

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

There total 11 articles about (±)-tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-3-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: 63.0%

: 1314917-40-2
(±)-tert-butyl (3-((1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)amino)propyl)carbamate

: 1711-07-5
3-fluorobenzoyl chloride

: 1417617-06-1
(±)-tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-3-fluorobenzamido)propyl)carbamate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1016/j.bmc.2012.11.013

Reference yield:

: 58885-58-8
N-tert-butoxycarbonyl-3-aminopropanol

: 1417617-06-1
(±)-tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-3-fluorobenzamido)propyl)carbamate

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:

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 1417617-06-1
(±)-tert-butyl (3-(N-(1-(3-benzyl-7-chloro-4-oxo-3,4-dihydroquinazolin-2-yl)-2-methylpropyl)-3-fluorobenzamido)propyl)carbamate

Guidance literature:: Multi-step reaction with 8 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: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 6 h / 20 °C / Inert atmosphere

8.1: 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; zinc; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2012.11.013