(3S,3aR,6aS,10aS)-3,3a,6,6a,7,8,9,10-octahydro-2,3-dibenzyl-4,5,7,7-tetramethyl-1H-benzisoindole-1,10-dione

Base Information

• Chemical Name: (3S,3aR,6aS,10aS)-3,3a,6,6a,7,8,9,10-octahydro-2,3-dibenzyl-4,5,7,7-tetramethyl-1H-benzisoindole-1,10-dione
• CAS No.: 74974-82-6
• Molecular Formula: C₃₀H₃₅NO₂
• Molecular Weight: 441.613
• Mol file: 74974-82-6.mol

Synonyms:(3S,3aR,6aS,10aS)-3,3a,6,6a,7,8,9,10-octahydro-2,3-dibenzyl-4,5,7,7-tetramethyl-1H-benzisoindole-1,10-dione

Chemical Property of (3S,3aR,6aS,10aS)-3,3a,6,6a,7,8,9,10-octahydro-2,3-dibenzyl-4,5,7,7-tetramethyl-1H-benzisoindole-1,10-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,3aR,6aS,10aS)-3,3a,6,6a,7,8,9,10-octahydro-2,3-dibenzyl-4,5,7,7-tetramethyl-1H-benzisoindole-1,10-dione

There total 13 articles about (3S,3aR,6aS,10aS)-3,3a,6,6a,7,8,9,10-octahydro-2,3-dibenzyl-4,5,7,7-tetramethyl-1H-benzisoindole-1,10-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: 95.0%

(2'S)-3,3-dimethyl-6-oxocyclohex-1-enyl-1-((Z)-N,N-benzyl-2'-<4',5'-dimethyl-1'-phenyl>hexa-3',5'-dienyl)carboxamide (74974-81-5) → (3S,3aR,6aS,10aS)-3,3a,6,6a,7,8,9,10-octahydro-2,3-dibenzyl-4,5,7,7-tetramethyl-1H-benzisoindole-1,10-dione (74974-82-6)

Guidance literature:

In toluene; for 40h;

DOI:10.1021/ja00538a068

Reference yield:

N-tosyl-(S)-phenylalanine (13505-32-3) → (3S,3aR,6aS,10aS)-3,3a,6,6a,7,8,9,10-octahydro-2,3-dibenzyl-4,5,7,7-tetramethyl-1H-benzisoindole-1,10-dione (74974-82-6)

Guidance literature:

Multi-step reaction with 9 steps

1: 98 percent / borane-dimethyl sulfide complex / tetrahydrofuran / 48 h / 25 °C

2: 78 percent / sodium hydride / tetrahydrofuran / 36 h / Heating

3: 75 percent / pyridinium chlorochromate / CH₂Cl₂ / 3.5 h / 25 °C

4: 46 percent / sodium hydride / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) 25 deg C, 2 h

5: 90 percent / diethyl ether / 1 h / -78 deg C -> 0 deg C

6: 95 percent / methanesulfonyl chloride, triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

7: 97 percent / 6percent sodium amalgam, Na₂HPO₄ / methanol / 12 h / Heating

8: 85 percent / 2-chloro-1-methylpyridinium iodide, triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

9: 95 percent / toluene / 40 h / 110 °C

With disodium hydrogenphosphate; sodium amalgam; dimethylsulfide borane complex; 2-chloro-1-methyl-pyridinium iodide; sodium hydride; methanesulfonyl chloride; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;

DOI:10.1021/ja00385a029

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (3S,3aR,6aS,10aS)-3,3a,6,6a,7,8,9,10-octahydro-2,3-dibenzyl-4,5,7,7-tetramethyl-1H-benzisoindole-1,10-dione (74974-82-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 85 percent / 1.5 N NaOH / diethyl ether / 6 h / 25 °C

2: 98 percent / borane-dimethyl sulfide complex / tetrahydrofuran / 48 h / 25 °C

3: 78 percent / sodium hydride / tetrahydrofuran / 36 h / Heating

4: 75 percent / pyridinium chlorochromate / CH₂Cl₂ / 3.5 h / 25 °C

5: 46 percent / sodium hydride / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) 25 deg C, 2 h

6: 90 percent / diethyl ether / 1 h / -78 deg C -> 0 deg C

7: 95 percent / methanesulfonyl chloride, triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

8: 97 percent / 6percent sodium amalgam, Na₂HPO₄ / methanol / 12 h / Heating

9: 85 percent / 2-chloro-1-methylpyridinium iodide, triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

10: 95 percent / toluene / 40 h / 110 °C

With sodium hydroxide; disodium hydrogenphosphate; sodium amalgam; dimethylsulfide borane complex; 2-chloro-1-methyl-pyridinium iodide; sodium hydride; methanesulfonyl chloride; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;

DOI:10.1021/ja00385a029

upstream raw materials:

(2'S)-3,3-dimethyl-6-oxocyclohex-1-enyl-1-((Z)-N,N-benzyl-2'-<4',5'-dimethyl-1'-phenyl>hexa-3',5'-dienyl)carboxamide

L-phenylalanine

N-tosyl-(S)-phenylalanine

3,3-dimethyl-6-oxocyclohex-1-ene carboxylic acid