(E)-(5-chloro-2-{3-[7-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:(E)-(5-chloro-2-{3-[7-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-carbamic acid tert-butyl ester
CAS No.:868408-15-5
Molecular Formula:C₂₇H₃₁ClFN₃O₄
Molecular Weight:516.012
Hs Code.:

Synonyms:(E)-(5-chloro-2-{3-[7-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-carbamic acid tert-butyl ester

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Chemical Property of (E)-(5-chloro-2-{3-[7-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-carbamic acid tert-butyl ester

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Technology Process of (E)-(5-chloro-2-{3-[7-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-carbamic acid tert-butyl ester

There total 10 articles about (E)-(5-chloro-2-{3-[7-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-carbamic acid tert-butyl ester 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: 85.0%

: 685534-22-9
(E)-3-(2-tert-butoxycarbonylamino-4-chlorophenyl)-acrylic acid

: 864448-43-1
7-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]nonane

: 868408-15-5
(E)-(5-chloro-2-{3-[7-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-carbamic acid tert-butyl ester

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;

Reference yield:

: 864448-25-9
(S)-ethyl 2-bromo-3-(N-((R)-2-bromo-3-ethoxy-3-oxopropyl)phenyl-sulfonamido)propanoate

: 868408-15-5
(E)-(5-chloro-2-{3-[7-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: toluene / 1.5 h / 90 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / Heating / reflux

3.1: thionyl chloride / DMF (N,N-dimethyl-formamide); toluene / 1.25 h / 20 - 170 °C / Heating / reflux

4.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene; xylene / 2 h / Heating / reflux

5.1: tert-butyl methyl ether / 0.17 h / 20 °C

5.2: 2 h / 760.05 Torr

6.1: hydrogenchloride; ethanol; water / 0.5 h

6.2: 1.5 h / Heating / reflux

7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; thionyl chloride; ethanol; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); dichloromethane; tert-butyl methyl ether; toluene; xylene;

Reference yield:

: 685534-21-8
(E)-3-(2-tert-butoxycarbonylamino-4-chlorophenyl)-acrylic acid methyl ester

: 868408-15-5
(E)-(5-chloro-2-{3-[7-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: methanol; sodium hydroxide; water / 1 h / 50 °C

1.2: pH 3 / Acidic aqueous solution

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

With methanol; sodium hydroxide; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;