5-[(S)-5-(4-methoxyphenoxy)hexyl-1-sulfonyl]-1-phenyl-1H-tetrazole

Base Information

• Chemical Name: 5-[(S)-5-(4-methoxyphenoxy)hexyl-1-sulfonyl]-1-phenyl-1H-tetrazole
• CAS No.: 457100-62-8
• Molecular Formula: C₂₀H₂₄N₄O₄S
• Molecular Weight: 416.501
• Mol file: 457100-62-8.mol

Synonyms:5-[(S)-5-(4-methoxyphenoxy)hexyl-1-sulfonyl]-1-phenyl-1H-tetrazole

Chemical Property of 5-[(S)-5-(4-methoxyphenoxy)hexyl-1-sulfonyl]-1-phenyl-1H-tetrazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[(S)-5-(4-methoxyphenoxy)hexyl-1-sulfonyl]-1-phenyl-1H-tetrazole

There total 14 articles about 5-[(S)-5-(4-methoxyphenoxy)hexyl-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: 93.0%

5-[(E)-5-(4-methoxyphenoxy)-3-ene-1-sulfonyl]-1-phenyl-1H-tetrazole → 5-[(S)-5-(4-methoxyphenoxy)hexyl-1-sulfonyl]-1-phenyl-1H-tetrazole (457100-62-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 12h; under 760 Torr;

DOI:10.1002/chem.200305634

Reference yield: 92.0%

5-[(S)-5-(4-methoxyphenoxy)-hexylsulfanyl]-1-phenyl-1H-tetrazole → 5-[(S)-5-(4-methoxyphenoxy)hexyl-1-sulfonyl]-1-phenyl-1H-tetrazole (457100-62-8)

Guidance literature:

With ammonium molybdate tetrahydrate; dihydrogen peroxide; In ethanol; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b02002

Reference yield:

4-methoxy-phenol (150-76-5) → 5-[(S)-5-(4-methoxyphenoxy)hexyl-1-sulfonyl]-1-phenyl-1H-tetrazole (457100-62-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: (R,R)-bis(o-PPh₂-benzamido)cyclohexane / Pd₂dba3-CH₃ / toluene

2.1: 9-BBN / tetrahydrofuran

2.2: aq. NaOH; H₂O₂

3.1: PCC; 4A MS / CH₂Cl₂

4.1: CH₂Cl₂

5.1: NaBH₄; NiCl₂ / methanol / 0 °C

6.1: DIBAL-H / tetrahydrofuran

7.1: DIAD; PPh₃ / tetrahydrofuran

8.1: Oxone; H₂O / methanol / 60 °C

With Oxone; sodium tetrahydroborate; 9-borabicyclo[3.3.1]nonane dimer; di-isopropyl azodicarboxylate; (R,R)-bis(o-PPh₂-benzamido)cyclohexane; water; diisobutylaluminium hydride; triphenylphosphine; pyridinium chlorochromate; nickel dichloride; Pd₂dba3-CH₃; In tetrahydrofuran; methanol; dichloromethane; toluene; 4.1: Wittig reaction / 7.1: Mitsunobu coupling;

DOI:10.1021/ja026438b

upstream raw materials:

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

(S)-5-(4-methoxyphenoxy)-hexan-1-ol

ethyl (E)-(S)-5-(4-methoxyphenoxy)-hex-2-enoate

4-methoxy-phenol

Downstream raw materials:

ethyl (E)-(R)-4-(tert-butyldimethylsilyloxy)-{(1R,2R,4R)-4-(tert-butyldimethylsilyloxy)-2-[(E)-(S)-6-(4-methoxyphenoxy)hept-1-enyl]cyclopentyl}but-2-enoate

(+)-brefeldin A