(R)-2-methyl-2-phenyl-4-(1-phenyl-1H-tetrazol-5-ylsulfonyl)butanal

Base Information

• Chemical Name: (R)-2-methyl-2-phenyl-4-(1-phenyl-1H-tetrazol-5-ylsulfonyl)butanal
• CAS No.: 1342313-03-4
• Molecular Formula: C₁₈H₁₈N₄O₃S
• Molecular Weight: 370.432
• Mol file: 1342313-03-4.mol

Synonyms:(R)-2-methyl-2-phenyl-4-(1-phenyl-1H-tetrazol-5-ylsulfonyl)butanal

Chemical Property of (R)-2-methyl-2-phenyl-4-(1-phenyl-1H-tetrazol-5-ylsulfonyl)butanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-methyl-2-phenyl-4-(1-phenyl-1H-tetrazol-5-ylsulfonyl)butanal

There total 2 articles about (R)-2-methyl-2-phenyl-4-(1-phenyl-1H-tetrazol-5-ylsulfonyl)butanal 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%

2-Phenylpropanal (34713-70-7) + 1-phenyl-5-(vinylsulfonyl)-1H-tetrazole (1154397-00-8) → (R)-2-methyl-2-phenyl-4-(1-phenyl-1H-tetrazol-5-ylsulfonyl)butanal (1342313-03-4)

Guidance literature:

With 9-epi-9-amino-9-deoxyquinine; 4-nitro-benzoic acid; In chloroform; at 20 ℃; for 48h; optical yield given as %ee; enantioselective reaction;

DOI:10.1039/c1cc14909a

Reference yield:

5-((2-chloroethyl)thio)-1-phenyl-1H-tetrazole (1153358-38-3) → (R)-2-methyl-2-phenyl-4-(1-phenyl-1H-tetrazol-5-ylsulfonyl)butanal (1342313-03-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 72 h / 20 °C

2: triethylamine / tetrahydrofuran / 0.5 h

3: 9-epi-9-amino-9-deoxyquinine; 4-nitro-benzoic acid / chloroform / 48 h / 20 °C

With 9-epi-9-amino-9-deoxyquinine; triethylamine; 3-chloro-benzenecarboperoxoic acid; 4-nitro-benzoic acid; In tetrahydrofuran; dichloromethane; chloroform; 3: Michael addition;

DOI:10.1039/c1cc14909a

Reference yield:

(R)-2-methyl-2-phenyl-4-(1-phenyl-1H-tetrazol-5-ylsulfonyl)butanal (1342313-03-4) → (R)-(-)-2-methyl-2-phenyl-4-pentenylaldehyde (67679-06-5)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / benzene / Reflux

2: potassium hexamethylsilazane / 1,2-dimethoxyethane; toluene / 0.25 h / -78 °C / Inert atmosphere

3: hydrogenchloride / tetrahydrofuran; water / 50 °C

With hydrogenchloride; potassium hexamethylsilazane; toluene-4-sulfonic acid; In tetrahydrofuran; 1,2-dimethoxyethane; water; toluene; benzene; 2: Julia-Kocienski Olefination;

DOI:10.1039/c1cc14909a

upstream raw materials:

5-((2-chloroethyl)thio)-1-phenyl-1H-tetrazole

2-Phenylpropanal

1-phenyl-5-(vinylsulfonyl)-1H-tetrazole

Downstream raw materials:

(R)-(-)-2-methyl-2-phenyl-4-pentenylaldehyde

(R)-5-(3-(1,3-dioxolan-2-yl)-3-phenylbutylsulfonyl)-1-phenyl-1H-tetrazole

Refernces