(1R,2R)-trans-cyclohexanediol mono<2,3,7,8-tetramethyl-(10H)-dipyrrin-1-one-9-carboxylate>

Base Information

• Chemical Name: (1R,2R)-trans-cyclohexanediol mono<2,3,7,8-tetramethyl-(10H)-dipyrrin-1-one-9-carboxylate>
• CAS No.: 135570-19-3
• Molecular Formula: C₂₀H₂₆N₂O₄
• Molecular Weight: 358.437
• Mol file: 135570-19-3.mol

Synonyms:

Chemical Property of (1R,2R)-trans-cyclohexanediol mono<2,3,7,8-tetramethyl-(10H)-dipyrrin-1-one-9-carboxylate>

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R)-trans-cyclohexanediol mono<2,3,7,8-tetramethyl-(10H)-dipyrrin-1-one-9-carboxylate>

There total 7 articles about (1R,2R)-trans-cyclohexanediol mono<2,3,7,8-tetramethyl-(10H)-dipyrrin-1-one-9-carboxylate> 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:

3,4-dimethyl-1H-pyrrole (822-51-5) → (1R,2R)-trans-cyclohexanediol mono<2,3,7,8-tetramethyl-(10H)-dipyrrin-1-one-9-carboxylate> (135570-19-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 59 percent / 30percent H₂O₂ / pyridine / 1) below 35 deg C, 20 min, 2) 85 deg C, 20 min

2: 54 percent / 4 N NaOH / methanol / 1 h / Heating

3: 1) 1,1'-carbonyldiimidazole, 2) DBU, molecular sieves-4 Angstroem / 1) DMSO, 40 deg C, 20 - 30 min, 2) 80 - 100 deg C, 10 - 15 h

With sodium hydroxide; 4 A molecular sieve; dihydrogen peroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole; In pyridine; methanol;

DOI:10.1021/jo00021a013

Reference yield:

3,4-dimethyl-3-pyrrolin-2-one (4030-22-2) → (1R,2R)-trans-cyclohexanediol mono<2,3,7,8-tetramethyl-(10H)-dipyrrin-1-one-9-carboxylate> (135570-19-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / 4 N NaOH / methanol / 1 h / Heating

2: 1) 1,1'-carbonyldiimidazole, 2) DBU, molecular sieves-4 Angstroem / 1) DMSO, 40 deg C, 20 - 30 min, 2) 80 - 100 deg C, 10 - 15 h

With sodium hydroxide; 4 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole; In methanol;

DOI:10.1021/jo00021a013

Reference yield:

3,4-dimethyl-1H-pyrrole-2-carboxylic acid (89776-55-6) → (1R,2R)-trans-cyclohexanediol mono<2,3,7,8-tetramethyl-(10H)-dipyrrin-1-one-9-carboxylate> (135570-19-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / 180 - 195 °C

2: 59 percent / 30percent H₂O₂ / pyridine / 1) below 35 deg C, 20 min, 2) 85 deg C, 20 min

3: 54 percent / 4 N NaOH / methanol / 1 h / Heating

4: 1) 1,1'-carbonyldiimidazole, 2) DBU, molecular sieves-4 Angstroem / 1) DMSO, 40 deg C, 20 - 30 min, 2) 80 - 100 deg C, 10 - 15 h

With sodium hydroxide; 4 A molecular sieve; dihydrogen peroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole; In pyridine; methanol;

DOI:10.1021/jo00021a013

upstream raw materials:

(1R,2R)-trans-1,2-cyclohexanediol

2,3,7,8-tetramethyl-(10H)-dipyrrin-1-one-9-carboxylic acid

3,4-dimethyl-1H-pyrrole

3,4-dimethyl-3-pyrrolin-2-one