tert-butyl (R)-6-(2-bromo-4-fluorobenzenesulfonylamino)-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylate

Base Information

Chemical Name:tert-butyl (R)-6-(2-bromo-4-fluorobenzenesulfonylamino)-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylate
CAS No.:1411983-10-2
Molecular Formula:C₂₁H₂₂BrFN₂O₅S
Molecular Weight:513.384
Hs Code.:

Synonyms:tert-butyl (R)-6-(2-bromo-4-fluorobenzenesulfonylamino)-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-bromo-4-fluorobenzenesulfonylamino)-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-bromo-4-fluorobenzenesulfonylamino)-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylate

There total 10 articles about tert-butyl (R)-6-(2-bromo-4-fluorobenzenesulfonylamino)-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:

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

: 1411983-11-3
tert-butyl (R)-6-amino-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]-naphthalene-5-carboxylate

: 1411983-10-2
tert-butyl (R)-6-(2-bromo-4-fluorobenzenesulfonylamino)-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylate

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

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

: 1411983-10-2
tert-butyl (R)-6-(2-bromo-4-fluorobenzenesulfonylamino)-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylate

Guidance literature:: Multi-step reaction with 10 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

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

Reference yield:

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

: 1411983-10-2
tert-butyl (R)-6-(2-bromo-4-fluorobenzenesulfonylamino)-1,2,2a,3-tetrahydro-4-oxa-8b-azacyclobuta[a]naphthalene-5-carboxylate

Guidance literature:: Multi-step reaction with 9 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

With pyridine; methanol; di-isopropyl azodicarboxylate; hydrogen; potassium carbonate; caesium carbonate; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; dmap; palladium 10% on activated carbon; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; toluene; acetonitrile;