5-[(2R)-5-benzoxy-2-methylpentane-1-sulfonyl]-1-phenyl-1H-tetrazole

Base Information

• Chemical Name: 5-[(2R)-5-benzoxy-2-methylpentane-1-sulfonyl]-1-phenyl-1H-tetrazole
• CAS No.: 1443232-97-0
• Molecular Formula: C₂₀H₂₄N₄O₃S
• Molecular Weight: 400.502
• Mol file: 1443232-97-0.mol

Synonyms:5-[(2R)-5-benzoxy-2-methylpentane-1-sulfonyl]-1-phenyl-1H-tetrazole

Chemical Property of 5-[(2R)-5-benzoxy-2-methylpentane-1-sulfonyl]-1-phenyl-1H-tetrazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[(2R)-5-benzoxy-2-methylpentane-1-sulfonyl]-1-phenyl-1H-tetrazole

There total 8 articles about 5-[(2R)-5-benzoxy-2-methylpentane-1-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: 98.0%

5-[(2R)-5-benzoxy-2-methylpentylsulfanyl]-1-phenyl-1H-tetrazole (1443232-96-9) → 5-[(2R)-5-benzoxy-2-methylpentane-1-sulfonyl]-1-phenyl-1H-tetrazole (1443232-97-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo4006602

Reference yield:

(2R)-1-(tert-butyldiphenylsilyloxy)-3-cyano-2-methylpropane (186641-76-9) → 5-[(2R)-5-benzoxy-2-methylpentane-1-sulfonyl]-1-phenyl-1H-tetrazole (1443232-97-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: diisobutylaluminium hydride

2.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

3.1: tetrahydrofuran / 20 °C / Inert atmosphere

4.1: sodium peroxoborate tetrahydrate / tetrahydrofuran; water / 2 h / 20 °C / Inert atmosphere

5.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

5.2: 20 °C / Inert atmosphere

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

7.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

8.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C

With sodium peroxoborate tetrahydrate; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; 2.1: |Julia-Kocienski Olefination;

DOI:10.1021/jo4006602

Reference yield:

(R)-4-((tert-Butyldiphenylsilyl)oxy)-3-methylbutanal (186641-79-2) → 5-[(2R)-5-benzoxy-2-methylpentane-1-sulfonyl]-1-phenyl-1H-tetrazole (1443232-97-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

2.1: tetrahydrofuran / 20 °C / Inert atmosphere

3.1: sodium peroxoborate tetrahydrate / tetrahydrofuran; water / 2 h / 20 °C / Inert atmosphere

4.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

6.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C

With sodium peroxoborate tetrahydrate; tetrabutyl ammonium fluoride; sodium hydride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; 1.1: |Julia-Kocienski Olefination;

DOI:10.1021/jo4006602

upstream raw materials:

(2R)-1-(tert-butyldiphenylsilyloxy)-3-cyano-2-methylpropane

(R)-4-((tert-Butyldiphenylsilyl)oxy)-3-methylbutanal

(4R)-5-(tert-butyldiphenylsilyloxy)-4-methyl-1-pentene

(4R)-5-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-4-methylpentan-1-ol

Downstream raw materials:

1-benzoxy-(4R,8S,12R,16S,20S)-4,8,12,16,20-pentamethyl-5-(E/Z)-13-(E/Z)-heptacosa-5,13-diene

1-benzoxy-(4S,8S,12S,16S,20S)-4,8,12,16,20-pentamethylheptacosane

1-benzoxy-21-(tert-butyldiphenylsilyloxy)-(4R,8S,12R,16S,20S)-4,8,12,16,20-pentamethyl-5-(E/Z)-13-(E/Z)-heneicosa-5,13-diene

13-benzoxy-(2R,6S,10S)-2,6,10-trimethyl-1-tridecanol