(2S,4R)-4-biphenyl-4-ylmethyl-5-oxopyrrolidine-1,2-dicarboxylic acid dimethyl ester

Base Information

Chemical Name:(2S,4R)-4-biphenyl-4-ylmethyl-5-oxopyrrolidine-1,2-dicarboxylic acid dimethyl ester
CAS No.:612067-50-2
Molecular Formula:C₂₁H₂₁NO₅
Molecular Weight:367.401
Hs Code.:

Synonyms:(2S,4R)-4-biphenyl-4-ylmethyl-5-oxopyrrolidine-1,2-dicarboxylic acid dimethyl ester

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Chemical Property of (2S,4R)-4-biphenyl-4-ylmethyl-5-oxopyrrolidine-1,2-dicarboxylic acid dimethyl ester

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Technology Process of (2S,4R)-4-biphenyl-4-ylmethyl-5-oxopyrrolidine-1,2-dicarboxylic acid dimethyl ester

There total 1 articles about (2S,4R)-4-biphenyl-4-ylmethyl-5-oxopyrrolidine-1,2-dicarboxylic acid dimethyl ester 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: 65.0%

: 2567-29-5
p-phenylbenzyl bromide

: 158554-84-8
dimethyl (2S)-5-oxopyrrolidine-1,2-dicarboxylate

: 612067-50-2
(2S,4R)-4-biphenyl-4-ylmethyl-5-oxopyrrolidine-1,2-dicarboxylic acid dimethyl ester

Guidance literature:: dimethyl (2S)-5-oxopyrrolidine-1,2-dicarboxylate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

p-phenylbenzyl bromide; In tetrahydrofuran; at -78 ℃; for 2h;

Reference yield:

: 612067-50-2
(2S,4R)-4-biphenyl-4-ylmethyl-5-oxopyrrolidine-1,2-dicarboxylic acid dimethyl ester

: (2S,4R)-4-Biphenyl-4-ylmethyl-5-hydroxy-pyrrolidine-1,2-dicarboxylic acid dimethyl ester

Guidance literature:: With lithium triethylborohydride; In tetrahydrofuran; at -78 ℃; for 0.5h;

Reference yield:

: 612067-50-2
(2S,4R)-4-biphenyl-4-ylmethyl-5-oxopyrrolidine-1,2-dicarboxylic acid dimethyl ester

: (2S,3aS,8aR)-(5-phenyl-1,2,3,3a,8,8a-hexahydro-3-azacyclopenta[a]inden-2-yl)methanol

Guidance literature:: Multi-step reaction with 6 steps

1: lithium triethylborohydride / tetrahydrofuran / 0.5 h / -78 °C

2: triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.5 h / 0 °C

3: aluminium trichloride / CH₂Cl₂ / 1 h / 0 °C

4: 79 percent / lithium hydroxide / tetrahydrofuran; H₂O / 8 h / 20 °C

5: 98 percent / BH₃*Me₂S / tetrahydrofuran / 20 °C

6: 90 percent / potassium hydroxide / methanol / Heating

With dmap; potassium hydroxide; lithium hydroxide; aluminium trichloride; dimethylsulfide borane complex; lithium triethylborohydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; 3: intramolecular Friedel-Crafts cyclization;