5-(2-methoxy-5-trimethylsilanyl-pent-4-ynylsulfanyl)-1-phenyl-1H-tetrazole

Base Information

• Chemical Name: 5-(2-methoxy-5-trimethylsilanyl-pent-4-ynylsulfanyl)-1-phenyl-1H-tetrazole
• CAS No.: 303158-77-2
• Molecular Formula: C₁₆H₂₂N₄OSSi
• Molecular Weight: 346.528

Synonyms:5-(2-methoxy-5-trimethylsilanyl-pent-4-ynylsulfanyl)-1-phenyl-1H-tetrazole

Chemical Property of 5-(2-methoxy-5-trimethylsilanyl-pent-4-ynylsulfanyl)-1-phenyl-1H-tetrazole

Chemical Property:

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Technology Process of 5-(2-methoxy-5-trimethylsilanyl-pent-4-ynylsulfanyl)-1-phenyl-1H-tetrazole

There total 4 articles about 5-(2-methoxy-5-trimethylsilanyl-pent-4-ynylsulfanyl)-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: 76.0%

1-Phenyl-1H-tetrazole-5-thiol (86-93-1) + (2R)-2-methoxy-5-(trimethylsilanyl)-pent-4-yn-1-ol (213978-48-4) → 5-(2-methoxy-5-trimethylsilanyl-pent-4-ynylsulfanyl)-1-phenyl-1H-tetrazole (303158-77-2)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In N,N-dimethyl-formamide;

DOI:10.1021/ol0063656

Reference yield:

(2R)-1-(tetrahydro-2H-pyran-2-yloxy)-5-(trimethylsilyl)pent-4-yn-2-ol (303158-81-8) → 5-(2-methoxy-5-trimethylsilanyl-pent-4-ynylsulfanyl)-1-phenyl-1H-tetrazole (303158-77-2)

Guidance literature:

Multi-step reaction with 3 steps

1: proton sponge / CH₂Cl₂

2: TsOH / methanol

3: 76 percent / PPh₃; DIAD / dimethylformamide

With Proton Sponge; di-isopropyl azodicarboxylate; toluene-4-sulfonic acid; triphenylphosphine; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Methylation / 2: Hydrolysis / 3: Substitution;

DOI:10.1021/ol0063656

Reference yield:

[(R)-4-Methoxy-5-(tetrahydro-pyran-2-yloxy)-pent-1-ynyl]-trimethyl-silane → 5-(2-methoxy-5-trimethylsilanyl-pent-4-ynylsulfanyl)-1-phenyl-1H-tetrazole (303158-77-2)

Guidance literature:

Multi-step reaction with 2 steps

1: TsOH / methanol

2: 76 percent / PPh₃; DIAD / dimethylformamide

With di-isopropyl azodicarboxylate; toluene-4-sulfonic acid; triphenylphosphine; In methanol; N,N-dimethyl-formamide; 1: Hydrolysis / 2: Substitution;

DOI:10.1021/ol0063656

upstream raw materials:

1-Phenyl-1H-tetrazole-5-thiol

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

(2R)-1-(tetrahydro-2H-pyran-2-yloxy)-5-(trimethylsilyl)pent-4-yn-2-ol

trimethylsilylacetylene

Downstream raw materials:

2,2-Dimethyl-propionic acid 2-{(2S,4R,6R)-6-[(2E,4Z,8E)-(1R,6R)-9-bromo-1-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-3-methyl-nona-2,4,8-trienyl]-2,4-dimethoxy-tetrahydro-pyran-2-ylmethyl}-oxazol-4-ylmethyl ester

(E)-((R)-5-bromo-2-methoxy-pent-4-ene-1-sulfonyl)-1-phenyl-1H-tetrazole

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

5-(2-methoxy-pent-4-ynylsulfanyl)-1-phenyl-1H-tetrazole

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