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

Base Information

Chemical Name: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
CAS No.:1411982-79-0
Molecular Formula:C₂₈H₃₆FN₃O₅S
Molecular Weight:545.675
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 11 articles about 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 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:

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

: 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

Guidance literature:: Multi-step reaction with 11 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

With pyridine; methanol; lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; water; hydrogen; potassium carbonate; caesium carbonate; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; 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

: 1411982-79-0
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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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

Reference yield:

: 1356112-92-9
6-amino-3-bromo-2-hydroxybenzoic acid

: 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

Guidance literature:: Multi-step reaction with 10 steps

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

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

3.1: pyridine / 2.5 h / Cooling with ice

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

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

6.1: acetonitrile / 20.5 h / 20 °C

6.2: 0.17 h

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

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

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

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

With pyridine; methanol; di-isopropyl azodicarboxylate; hydrogen; potassium carbonate; caesium carbonate; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; 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;