(S)-5-(3-(2-(4-methoxyphenyl)-4-methyl-1,3-dioxolan-4-yl)propylsulfonyl)-1-phenyl-1H-tetrazole

Base Information

• Chemical Name: (S)-5-(3-(2-(4-methoxyphenyl)-4-methyl-1,3-dioxolan-4-yl)propylsulfonyl)-1-phenyl-1H-tetrazole
• CAS No.: 931113-55-2
• Molecular Formula: C₂₁H₂₄N₄O₅S
• Molecular Weight: 444.511
• Mol file: 931113-55-2.mol

Synonyms:(S)-5-(3-(2-(4-methoxyphenyl)-4-methyl-1,3-dioxolan-4-yl)propylsulfonyl)-1-phenyl-1H-tetrazole

Chemical Property of (S)-5-(3-(2-(4-methoxyphenyl)-4-methyl-1,3-dioxolan-4-yl)propylsulfonyl)-1-phenyl-1H-tetrazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-5-(3-(2-(4-methoxyphenyl)-4-methyl-1,3-dioxolan-4-yl)propylsulfonyl)-1-phenyl-1H-tetrazole

There total 7 articles about (S)-5-(3-(2-(4-methoxyphenyl)-4-methyl-1,3-dioxolan-4-yl)propylsulfonyl)-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: 60.0%

C21H24N4SO3 (931113-79-0) → (S)-5-(3-(2-(4-methoxyphenyl)-4-methyl-1,3-dioxolan-4-yl)propylsulfonyl)-1-phenyl-1H-tetrazole (931113-55-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/jo062513f

Reference yield:

tert-butyldimethyl((4-methylpent-4-en-1-yl)oxy)silane (871840-51-6) → (S)-5-(3-(2-(4-methoxyphenyl)-4-methyl-1,3-dioxolan-4-yl)propylsulfonyl)-1-phenyl-1H-tetrazole (931113-55-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 36.0 g / (DHQ)2PHAL; K₃[Fe(CN)6]; K₂CO₃ / K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 48 h / 0 °C

2: PPTS / CH₂Cl₂ / 1.5 h / 20 °C

3: 21.77 g / TBAF / tetrahydrofuran / 2 h / cooling

4: 59 percent / Ph₃P; DIAD / tetrahydrofuran / 24 h / 20 °C

5: 60 percent / MCPBA / CH₂Cl₂ / 16 h / 20 °C

With Hydroquinone 1,4-phthalazinediyl diether; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; potassium hexacyanoferrate(III); potassium dioxotetrahydroxoosmate(VI); In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; 4: Mitsunobu reaction;

DOI:10.1021/jo062513f

Reference yield:

4-methyl-4-penten-1-ol (22508-64-1) → (S)-5-(3-(2-(4-methoxyphenyl)-4-methyl-1,3-dioxolan-4-yl)propylsulfonyl)-1-phenyl-1H-tetrazole (931113-55-2)

Guidance literature:

Multi-step reaction with 6 steps

1: DMAP; triethylamine / CH₂Cl₂ / 0 - 20 °C

2: 36.0 g / (DHQ)2PHAL; K₃[Fe(CN)6]; K₂CO₃ / K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 48 h / 0 °C

3: PPTS / CH₂Cl₂ / 1.5 h / 20 °C

4: 21.77 g / TBAF / tetrahydrofuran / 2 h / cooling

5: 59 percent / Ph₃P; DIAD / tetrahydrofuran / 24 h / 20 °C

6: 60 percent / MCPBA / CH₂Cl₂ / 16 h / 20 °C

With dmap; Hydroquinone 1,4-phthalazinediyl diether; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; potassium hexacyanoferrate(III); potassium dioxotetrahydroxoosmate(VI); In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; 5: Mitsunobu reaction;

DOI:10.1021/jo062513f

upstream raw materials:

C₂₁H₂₄N₄SO₃

tert-butyldimethyl((4-methylpent-4-en-1-yl)oxy)silane

C₁₂H₂₈O₃Si

C₂₀H₃₄O₄Si

Downstream raw materials:

C₇₅H₁₀₆O₁₁Si₂

C₃₆H₄₇O₆I

C₆₉H₉₂O₁₁Si

C₇₅H₁₀₆O₁₁Si₂

Refernces