(3R,3'R,4R,4'R)-3,3',4,4'-tetrakis(3,5-dimethylphenyl)-1,1'-oxalyldipyrrolidine

Base Information

Chemical Name:(3R,3'R,4R,4'R)-3,3',4,4'-tetrakis(3,5-dimethylphenyl)-1,1'-oxalyldipyrrolidine
CAS No.:154808-96-5
Molecular Formula:C₄₂H₄₈N₂O₂
Molecular Weight:612.855
Hs Code.:

Synonyms:(3R,3'R,4R,4'R)-3,3',4,4'-tetrakis(3,5-dimethylphenyl)-1,1'-oxalyldipyrrolidine

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Chemical Property of (3R,3'R,4R,4'R)-3,3',4,4'-tetrakis(3,5-dimethylphenyl)-1,1'-oxalyldipyrrolidine

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Technology Process of (3R,3'R,4R,4'R)-3,3',4,4'-tetrakis(3,5-dimethylphenyl)-1,1'-oxalyldipyrrolidine

There total 10 articles about (3R,3'R,4R,4'R)-3,3',4,4'-tetrakis(3,5-dimethylphenyl)-1,1'-oxalyldipyrrolidine 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: 77.0%

: 79-37-8
oxalyl dichloride

: (3R,4R)-bis(3,5-dimethylphenyl)pyrrolidine hydrochloride

: 154808-96-5
(3R,3'R,4R,4'R)-3,3',4,4'-tetrakis(3,5-dimethylphenyl)-1,1'-oxalyldipyrrolidine

Guidance literature:: With triethylamine; In dichloromethane; for 0.166667h; Ambient temperature;
DOI:10.1016/S0040-4020(01)80176-9

Reference yield:

: 5779-95-3
3,5-dimethylbenzaldehyde

: 154808-96-5
(3R,3'R,4R,4'R)-3,3',4,4'-tetrakis(3,5-dimethylphenyl)-1,1'-oxalyldipyrrolidine

Guidance literature:: Multi-step reaction with 8 steps

1: 50 percent / NaCN / H₂O; methanol / 15 h / Heating

2: 60 percent / 98percent H₂SO₄ / ethanol / 48 h / Heating

3: 78 percent / acetyl chloride / 12 h / Ambient temperature

4: 48 percent / benzene / 5 h / Ambient temperature

5: 68 percent / conc. HCl, acetic acid / 24 h / Heating

6: LiAlH₄ / tetrahydrofuran / 1 h / Heating

7: 76 percent / formic acid / Pd-C (10percent) / methanol / 48 h

8: 77 percent / Et₃N / CH₂Cl₂ / 0.17 h / Ambient temperature

With hydrogenchloride; lithium aluminium tetrahydride; formic acid; sulfuric acid; sodium cyanide; acetic acid; triethylamine; acetyl chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; benzene;
DOI:10.1016/S0040-4020(01)80176-9

Reference yield:

: 2745-54-2
3,5-dimethylbenzyl chloride

: 154808-96-5
(3R,3'R,4R,4'R)-3,3',4,4'-tetrakis(3,5-dimethylphenyl)-1,1'-oxalyldipyrrolidine

Guidance literature:: Multi-step reaction with 9 steps

1: 83 percent / sodium ethoxide, 2-nitropropane / ethanol / 2 h / Heating

2: 50 percent / NaCN / H₂O; methanol / 15 h / Heating

3: 60 percent / 98percent H₂SO₄ / ethanol / 48 h / Heating

4: 78 percent / acetyl chloride / 12 h / Ambient temperature

5: 48 percent / benzene / 5 h / Ambient temperature

6: 68 percent / conc. HCl, acetic acid / 24 h / Heating

7: LiAlH₄ / tetrahydrofuran / 1 h / Heating

8: 76 percent / formic acid / Pd-C (10percent) / methanol / 48 h

9: 77 percent / Et₃N / CH₂Cl₂ / 0.17 h / Ambient temperature

With hydrogenchloride; lithium aluminium tetrahydride; formic acid; 2-nitropropane; sulfuric acid; sodium cyanide; sodium ethanolate; acetic acid; triethylamine; acetyl chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; benzene;
DOI:10.1016/S0040-4020(01)80176-9