cis-hexahydro-2-methyl-5benzylpyrrolo<3,4-c>pyrrole

Base Information

• Chemical Name: cis-hexahydro-2-methyl-5benzylpyrrolo<3,4-c>pyrrole
• CAS No.: 86755-80-8
• Molecular Formula: C₁₄H₂₀N₂
• Molecular Weight: 216.326
• Mol file: 86755-80-8.mol

Synonyms:cis-hexahydro-2-methyl-5benzylpyrrolo<3,4-c>pyrrole

Chemical Property of cis-hexahydro-2-methyl-5benzylpyrrolo<3,4-c>pyrrole

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cis-hexahydro-2-methyl-5benzylpyrrolo<3,4-c>pyrrole

There total 6 articles about cis-hexahydro-2-methyl-5benzylpyrrolo<3,4-c>pyrrole 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: 91.0%

2-benzyl-5-methyl-octahydro-pyrrolo[3,4-c]pyrrole (86732-18-5) → cis-hexahydro-2-methyl-5benzylpyrrolo<3,4-c>pyrrole (86755-80-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; Heating;

Reference yield: 80.0%

5-benzyl-2-methyl-tetrahydro-pyrrolo[3,4-c]pyrrole-1,3-dione → cis-hexahydro-2-methyl-5benzylpyrrolo<3,4-c>pyrrole (86755-80-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 2h; Heating / reflux;

Reference yield:

1-methyl-pyrrole-3,4-dicarboxylic acid (86731-91-1) → cis-hexahydro-2-methyl-5benzylpyrrolo<3,4-c>pyrrole (86755-80-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / dicyclohexylcarbodiimide / acetonitrile / Heating; overnight

2: 98 percent

3: 85 percent / SOCl₂ / dimethylformamide / 0.5 h / 50 - 60 °C

4: 91 percent / H₂ / 10percent Pd/C / acetic acid / 18 h / 55 °C / 2585.7 Torr

5: 91 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / Heating

With lithium aluminium tetrahydride; thionyl chloride; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; acetic acid; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

2-benzyl-5-methyl-octahydro-pyrrolo[3,4-c]pyrrole

1-methyl-pyrrole-3,4-dicarboxylic acid

1-methyl-1H-pyrrole-3,4-dicarboxylic anhydride

1-benzyl-N-methyl-1H-pyrrole-3,4-dicarboximide

Downstream raw materials:

cis-hexahydro-2-methylpyrrolo<3,4-c>pyrrole

Refernces

• 1、 Ohnmacht, Cyrus J.,Draper, Clyde W.,Dedinas, Robert F.,Loftus, Philip,Wong, J. J.. "Synthesis and Carbon-13 NMR Study of 2-Benzyl, 2-Methyl, 2-Aryloctahydropyrrolopyrroles and the 1,2,3,5-Tetrahydropyrrolopyrrole Ring System". . p. 321 - 329. Retrieved 2007/10/02.