5-((E)-(R)-5-Bromo-2-methoxy-pent-4-enylsulfanyl)-1-phenyl-1H-tetrazole

Base Information

Chemical Name:5-((E)-(R)-5-Bromo-2-methoxy-pent-4-enylsulfanyl)-1-phenyl-1H-tetrazole
CAS No.:303158-79-4
Molecular Formula:C₁₃H₁₅BrN₄OS
Molecular Weight:355.258
Hs Code.:

Synonyms:5-((E)-(R)-5-Bromo-2-methoxy-pent-4-enylsulfanyl)-1-phenyl-1H-tetrazole

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Chemical Property of 5-((E)-(R)-5-Bromo-2-methoxy-pent-4-enylsulfanyl)-1-phenyl-1H-tetrazole

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Technology Process of 5-((E)-(R)-5-Bromo-2-methoxy-pent-4-enylsulfanyl)-1-phenyl-1H-tetrazole

There total 5 articles about 5-((E)-(R)-5-Bromo-2-methoxy-pent-4-enylsulfanyl)-1-phenyl-1H-tetrazole 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: 87.0%

: 303158-78-3
5-(2-methoxy-pent-4-ynylsulfanyl)-1-phenyl-1H-tetrazole

: 303158-79-4
5-((E)-(R)-5-Bromo-2-methoxy-pent-4-enylsulfanyl)-1-phenyl-1H-tetrazole

Guidance literature:: 5-(2-methoxy-pent-4-ynylsulfanyl)-1-phenyl-1H-tetrazole; With Schwartz's reagent; In dichloromethane;

With N-Bromosuccinimide; Further stages.;
DOI:10.1021/ol0063656

Reference yield:

: 213978-48-4
(2R)-2-methoxy-5-(trimethylsilanyl)-pent-4-yn-1-ol

: 303158-79-4
5-((E)-(R)-5-Bromo-2-methoxy-pent-4-enylsulfanyl)-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: 76 percent / PPh₃; DIAD / dimethylformamide

2.1: 90 percent / TBAF / tetrahydrofuran

3.1: Cp₂ZrHCl / CH₂Cl₂

3.2: 87 percent / NBS

With Schwartz's reagent; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: desilylation / 3.1: hydrozirconation / 3.2: Bromination;
DOI:10.1021/ol0063656

Reference yield:

: [(R)-4-Methoxy-5-(tetrahydro-pyran-2-yloxy)-pent-1-ynyl]-trimethyl-silane

: 303158-79-4
5-((E)-(R)-5-Bromo-2-methoxy-pent-4-enylsulfanyl)-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: TsOH / methanol

2.1: 76 percent / PPh₃; DIAD / dimethylformamide

3.1: 90 percent / TBAF / tetrahydrofuran

4.1: Cp₂ZrHCl / CH₂Cl₂

4.2: 87 percent / NBS

With Schwartz's reagent; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Hydrolysis / 2.1: Substitution / 3.1: desilylation / 4.1: hydrozirconation / 4.2: Bromination;
DOI:10.1021/ol0063656