5-(4-methyl-3,6-dihydro-2H-pyran-2-ylmethylsulfanyl)-1-phenyl-1H-tetrazole

Base Information

• Chemical Name: 5-(4-methyl-3,6-dihydro-2H-pyran-2-ylmethylsulfanyl)-1-phenyl-1H-tetrazole
• CAS No.: 410095-19-1
• Molecular Formula: C₁₄H₁₆N₄OS
• Molecular Weight: 288.373

Synonyms:5-(4-methyl-3,6-dihydro-2H-pyran-2-ylmethylsulfanyl)-1-phenyl-1H-tetrazole

Chemical Property of 5-(4-methyl-3,6-dihydro-2H-pyran-2-ylmethylsulfanyl)-1-phenyl-1H-tetrazole

Chemical Property:

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Technology Process of 5-(4-methyl-3,6-dihydro-2H-pyran-2-ylmethylsulfanyl)-1-phenyl-1H-tetrazole

There total 6 articles about 5-(4-methyl-3,6-dihydro-2H-pyran-2-ylmethylsulfanyl)-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: 94.0%

1-Phenyl-1H-tetrazole-5-thiol (86-93-1) + (2S)-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-methanol (289472-96-4) → 5-(4-methyl-3,6-dihydro-2H-pyran-2-ylmethylsulfanyl)-1-phenyl-1H-tetrazole (410095-19-1)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 - 20 ℃; for 0.333333h;

DOI:10.1055/s-0033-1339493

Reference yield:

(S)-2-allyloxy-4-methyl-1-trityloxy-4-pentene (302554-87-6) → 5-(4-methyl-3,6-dihydro-2H-pyran-2-ylmethylsulfanyl)-1-phenyl-1H-tetrazole (410095-19-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / Grubbs' catalyst / CH₂Cl₂

2: 81 percent / TFA / methanol

3: 85 percent / DIAD; PPh₃

With di-isopropyl azodicarboxylate; triphenylphosphine; trifluoroacetic acid; Grubbs catalyst first generation; In methanol; dichloromethane; 3: Mitsunobu coupling;

DOI:10.1016/S0040-4039(01)02120-7

Reference yield:

(S)-4-methyl-1-trityloxymethyl-3,6-dihydro-2H-pyran (66335-71-5) → 5-(4-methyl-3,6-dihydro-2H-pyran-2-ylmethylsulfanyl)-1-phenyl-1H-tetrazole (410095-19-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / TFA / methanol

2: 85 percent / DIAD; PPh₃

With di-isopropyl azodicarboxylate; triphenylphosphine; trifluoroacetic acid; In methanol; 2: Mitsunobu coupling;

DOI:10.1016/S0040-4039(01)02120-7

upstream raw materials:

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

(2S)-(4-methyl-3,6-dihydro-2H-pyran-2-yl)-methanol

(S)-4-methyl-1-trityloxymethyl-3,6-dihydro-2H-pyran

(S)-2-allyloxy-4-methyl-1-trityloxy-4-pentene

Downstream raw materials:

(S)-2-[(E)-(3S,4R)-8-(tert-Butyl-diphenyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-oct-1-en-6-ynyl]-4-methyl-3,6-dihydro-2H-pyran

{(2S,3S)-3-[(E)-(2R,3S)-2-(4-Methoxy-benzyloxy)-5-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-3-triisopropylsilanyloxy-pent-4-enyl]-oxiranyl}-methanol

(E)-(5R,6S)-5-(4-Methoxy-benzyloxy)-8-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-6-triisopropylsilanyloxy-oct-7-en-2-yn-1-ol

(2E,7E)-(5R,6S)-5-(4-Methoxy-benzyloxy)-8-((S)-4-methyl-3,6-dihydro-2H-pyran-2-yl)-6-triisopropylsilanyloxy-octa-2,7-dien-1-ol

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