methyl (2E)-7-[(1-phenyl-1H-tetrazol-5-yl)thio]hept-2-en-1-yl carbonate

Base Information

• Chemical Name: methyl (2E)-7-[(1-phenyl-1H-tetrazol-5-yl)thio]hept-2-en-1-yl carbonate
• CAS No.: 1267910-48-4
• Molecular Formula: C₁₆H₂₀N₄O₃S
• Molecular Weight: 348.426
• Mol file: 1267910-48-4.mol

Synonyms:methyl (2E)-7-[(1-phenyl-1H-tetrazol-5-yl)thio]hept-2-en-1-yl carbonate

Chemical Property of methyl (2E)-7-[(1-phenyl-1H-tetrazol-5-yl)thio]hept-2-en-1-yl carbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2E)-7-[(1-phenyl-1H-tetrazol-5-yl)thio]hept-2-en-1-yl carbonate

There total 6 articles about methyl (2E)-7-[(1-phenyl-1H-tetrazol-5-yl)thio]hept-2-en-1-yl carbonate 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%

(2E)-7-[(1-phenyl-1H-tetrazol-5-yl)thio]hept-2-en-1-ol (1446488-82-9) + methyl chloroformate (79-22-1) → methyl (2E)-7-[(1-phenyl-1H-tetrazol-5-yl)thio]hept-2-en-1-yl carbonate (1267910-48-4)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jm400615g

Reference yield:

ethyl (2E)-7-[(1-Phenyl-1H-tetrazol-5-yl)thio]hept-2-enoate (1446488-81-8) → methyl (2E)-7-[(1-phenyl-1H-tetrazol-5-yl)thio]hept-2-en-1-yl carbonate (1267910-48-4)

Guidance literature:

Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / tetrahydrofuran; hexane / -78 °C

2: pyridine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

With pyridine; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/jm400615g

Reference yield:

1 ,5-pentanediol (111-29-5) → methyl (2E)-7-[(1-phenyl-1H-tetrazol-5-yl)thio]hept-2-en-1-yl carbonate (1267910-48-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran / 16 h / 0 - 20 °C

2.1: oxalyl dichloride / dichloromethane / 0.33 h / -78 °C

3.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3.2: 14 h / 20 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / -78 °C

5.1: pyridine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

With pyridine; oxalyl dichloride; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/jm400615g

upstream raw materials:

(2E)-7-[(1-phenyl-1H-tetrazol-5-yl)thio]hept-2-en-1-ol

methyl chloroformate

ethyl (2E)-7-[(1-Phenyl-1H-tetrazol-5-yl)thio]hept-2-enoate

1 ,5-pentanediol

Downstream raw materials:

(3R)-7-[(1-phenyl-1H-tetrazol-5-yl)thio]hept-1-en-3-ol

methyl (2E)-7-[(1-phenyl-1H-tetrazol-5-yl)sulfonyl]hept-2-en-1-yl carbonate

(1R,6R,11aS,13S,14aR)-1,13-bis{[tert-butyl(dimethyl)silyl]oxy}-6-(2-phenylethyl)-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one

(1R,6R,11aS,13S,14aR)-6-[2-(4-aminophenyl)ethyl]-1,13-bis{[tert-butyl(dimethyl)silyl]-oxy}-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one