2-methyl-5-(tosyloxymethyl)-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione

Base Information

• Chemical Name: 2-methyl-5-(tosyloxymethyl)-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione
• CAS No.: 1415923-80-6
• Molecular Formula: C₁₆H₁₇NO₅S
• Molecular Weight: 335.381
• Mol file: 1415923-80-6.mol

Synonyms:2-methyl-5-(tosyloxymethyl)-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione

Chemical Property of 2-methyl-5-(tosyloxymethyl)-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methyl-5-(tosyloxymethyl)-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione

There total 6 articles about 2-methyl-5-(tosyloxymethyl)-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione 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: 99.0%

(3aRS,5RS,6aSR)-2-methyl-3a-(phenylselanyl)-5-(tosyloxymethyl)-4,5,6,6a-tetrahydrocyclopenta[c]pyrrole-1,3(2H,3aH)-dione → 2-methyl-5-(tosyloxymethyl)-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione (1415923-80-6)

Guidance literature:

With dihydrogen peroxide; In dichloromethane; water; at 0 - 20 ℃; for 1h;

DOI:10.1021/jo302398c

Reference yield: 20.0%

5-(hydroxymethyl)-2-methyl-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione (1415923-79-3) + p-toluenesulfonyl chloride (98-59-9) → 5-(chloromethyl)-2-methyl-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione (1415923-78-2) + 2-methyl-5-(tosyloxymethyl)-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione (1415923-80-6)

Guidance literature:

With pyridine; at 0 - 20 ℃;

DOI:10.1021/jo302398c

Reference yield:

(3aRS,5RS,6aSR)-5-(tert-butyldimethylsilyloxymethyl)-2-methyl-3a-(phenylselanyl)-4,5,6,6a-tetrahydrocyclopenta[c]pyrrole-1,3(2H,3aH)-dione → 2-methyl-5-(tosyloxymethyl)-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione (1415923-80-6)

Guidance literature:

Multi-step reaction with 3 steps

1: dihydrogen peroxide / water; dichloromethane / 1 h / 0 - 20 °C

2: hydrogenchloride / tetrahydrofuran; water / 2 h / 20 °C

3: pyridine / 0 - 20 °C

With pyridine; hydrogenchloride; dihydrogen peroxide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jo302398c

upstream raw materials:

5-{[(tert-butyldimethylsilyl)oxy]methyl}-2-methyl-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione

(3aR,5s,6aS)-2-methyl-5-(hydroxymethyl)-4,5,6,6a-tetrahydrocyclopenta[c]pyrrole-1,3(2H,3aH)-dione

5-(hydroxymethyl)-2-methyl-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione

p-toluenesulfonyl chloride