(R)-6-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylic acid

Base Information

Chemical Name:(R)-6-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylic acid
CAS No.:1411982-71-2
Molecular Formula:C₂₄H₂₈FN₃O₅S
Molecular Weight:489.568
Hs Code.:

(R)-6-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylic acid

Synonyms:(R)-6-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylic acid

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Chemical Property of (R)-6-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylic acid

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Technology Process of (R)-6-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylic acid

There total 13 articles about (R)-6-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylic acid 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:

: 1411982-79-0
tert butyl (R)-6-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluoro-benzenesulfonylamino]-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylate

: 1411982-71-2
(R)-6-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylic acid

Guidance literature:: tert butyl (R)-6-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluoro-benzenesulfonylamino]-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

With potassium carbonate; In methanol; for 0.0833333h;

Reference yield:

: 681247-11-0
methyl 6-amino-3-bromo-2-hydroxybenzoate

: 1411982-71-2
(R)-6-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylic acid

Guidance literature:: Multi-step reaction with 12 steps

1.1: water; lithium hydroxide monohydrate / 1,4-dioxane / 80 - 100 °C

1.2: pH 3

2.1: dicyclohexyl-carbodiimide / dmap / tetrahydrofuran / 4 h / 20 °C

3.1: triethylamine / dmap / dichloromethane / 1 h / 20 °C

4.1: pyridine / 2.5 h / Cooling with ice

5.1: potassium carbonate; methanol / 1,4-dioxane / 1 h / 20 °C

6.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0.5 h / 20 °C

7.1: acetonitrile / 20.5 h / 20 °C

7.2: 0.17 h

8.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 4 h / 100 °C / Inert atmosphere

9.1: hydrogen / palladium 10% on activated carbon / ethanol / 0.5 h

10.1: pyridine / dichloromethane / 1 h / 20 °C

11.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butylneopentylphosphonium tetrafluoroborate / 1,4-dioxane; dimethyl sulfoxide / 18.5 h / 95 °C / Inert atmosphere

12.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

12.2: 0.08 h

With pyridine; methanol; lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; water; hydrogen; potassium carbonate; caesium carbonate; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; trifluoroacetic acid; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butylneopentylphosphonium tetrafluoroborate; palladium 10% on activated carbon; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile;

Reference yield:

: 351003-45-7
2-bromo-4-fluorobenzene-1-sulfonyl chloride

: 1411982-71-2
(R)-6-[2-((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / dichloromethane / 1 h / 20 °C

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butylneopentylphosphonium tetrafluoroborate / 1,4-dioxane; dimethyl sulfoxide / 18.5 h / 95 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

3.2: 0.08 h

With pyridine; trifluoroacetic acid; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butylneopentylphosphonium tetrafluoroborate; In 1,4-dioxane; dichloromethane; dimethyl sulfoxide;