5-(((2S,3S)-3-(methoxymethoxy)-2-methylbutyl)sulfonyl)-1-phenyl-1H-tetrazole

Base Information

• Chemical Name: 5-(((2S,3S)-3-(methoxymethoxy)-2-methylbutyl)sulfonyl)-1-phenyl-1H-tetrazole
• CAS No.: 1601476-65-6
• Molecular Formula: C₁₄H₂₀N₄O₄S
• Molecular Weight: 340.403
• Mol file: 1601476-65-6.mol

Synonyms:5-(((2S,3S)-3-(methoxymethoxy)-2-methylbutyl)sulfonyl)-1-phenyl-1H-tetrazole

Chemical Property of 5-(((2S,3S)-3-(methoxymethoxy)-2-methylbutyl)sulfonyl)-1-phenyl-1H-tetrazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(((2S,3S)-3-(methoxymethoxy)-2-methylbutyl)sulfonyl)-1-phenyl-1H-tetrazole

There total 5 articles about 5-(((2S,3S)-3-(methoxymethoxy)-2-methylbutyl)sulfonyl)-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: 86.0%

5-(((2S,3S)-3-(methoxymethoxy)-2-methylbutyl)thio)-1-phenyl-1H-tetrazole (1601476-81-6) → 5-(((2S,3S)-3-(methoxymethoxy)-2-methylbutyl)sulfonyl)-1-phenyl-1H-tetrazole (1601476-65-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -30 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.tet.2017.03.089

Reference yield:

(2R,3S)-3-(methoxymethoxy)-2-methylbutan-1-ol (1601476-67-8) → 5-(((2S,3S)-3-(methoxymethoxy)-2-methylbutyl)sulfonyl)-1-phenyl-1H-tetrazole (1601476-65-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0.5 h / 30 °C

2: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol / 12 h / 0 °C

With hexaammonium heptamolybdate tetrahydrate; di-isopropyl azodicarboxylate; dihydrogen peroxide; triphenylphosphine; In tetrahydrofuran; ethanol; 1: |Mitsunobu Displacement;

DOI:10.1039/c4ob00025k

Reference yield:

(2S,3S)-1-((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-3-hydroxy-2-methylbutan-1-one (125760-71-6) → 5-(((2S,3S)-3-(methoxymethoxy)-2-methylbutyl)sulfonyl)-1-phenyl-1H-tetrazole (1601476-65-6)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane; acetic acid methyl ester / 16 h / 0 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 0.08 h / 0 °C

3: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0.5 h / 30 °C

4: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol / 12 h / 0 °C

With dmap; lithium aluminium tetrahydride; hexaammonium heptamolybdate tetrahydrate; di-isopropyl azodicarboxylate; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; acetic acid methyl ester; 3: |Mitsunobu Displacement;

DOI:10.1039/c4ob00025k

upstream raw materials:

(2S,3S)-1-((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-3-hydroxy-2-methylbutan-1-one

(2S,3S)-1-((3aS,6R,7aR)-8,8-dimethyl-2,2-dioxidohexahydro-1H-3a,6-methanobenzo[c]isothiazol-1-yl)-3-(methoxymethoxy)-2-methylbutan-1-one

(2R,3S)-3-(methoxymethoxy)-2-methylbutan-1-ol

5-(((2S,3S)-3-(methoxymethoxy)-2-methylbutyl)thio)-1-phenyl-1H-tetrazole