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

Base Information

• Chemical Name: 5-(((2S,3S)-3-(methoxymethoxy)-2-methylbutyl)thio)-1-phenyl-1H-tetrazole
• CAS No.: 1601476-81-6
• Molecular Formula: C₁₄H₂₀N₄O₂S
• Molecular Weight: 308.404
• Mol file: 1601476-81-6.mol

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

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

There total 5 articles about 5-(((2S,3S)-3-(methoxymethoxy)-2-methylbutyl)thio)-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: 90.0%

(2R,3S)-3-(methoxymethoxy)-2-methylbutan-1-ol (1601476-67-8) + 1-Phenyl-1H-tetrazole-5-thiol (86-93-1) → 5-(((2S,3S)-3-(methoxymethoxy)-2-methylbutyl)thio)-1-phenyl-1H-tetrazole (1601476-81-6)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 30 ℃; for 0.5h;

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)thio)-1-phenyl-1H-tetrazole (1601476-81-6)

Guidance literature:

Multi-step reaction with 3 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

With dmap; lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetic acid methyl ester; 3: |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-(methoxymethoxy)-2-methylbutan-1-one (1601476-73-6) → 5-(((2S,3S)-3-(methoxymethoxy)-2-methylbutyl)thio)-1-phenyl-1H-tetrazole (1601476-81-6)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; 2: |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

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

Downstream raw materials:

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