(2R,5S)-2-Dimethylaminomethyl-5-(hydroxy-diphenyl-methyl)-pyrrolidine-1-carboxylic acid ethyl ester

Base Information

Chemical Name:(2R,5S)-2-Dimethylaminomethyl-5-(hydroxy-diphenyl-methyl)-pyrrolidine-1-carboxylic acid ethyl ester
CAS No.:125023-63-4
Molecular Formula:C₂₃H₃₀N₂O₃
Molecular Weight:382.503
Hs Code.:

Synonyms:(2R,5S)-2-Dimethylaminomethyl-5-(hydroxy-diphenyl-methyl)-pyrrolidine-1-carboxylic acid ethyl ester

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Chemical Property of (2R,5S)-2-Dimethylaminomethyl-5-(hydroxy-diphenyl-methyl)-pyrrolidine-1-carboxylic acid ethyl ester

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Technology Process of (2R,5S)-2-Dimethylaminomethyl-5-(hydroxy-diphenyl-methyl)-pyrrolidine-1-carboxylic acid ethyl ester

There total 5 articles about (2R,5S)-2-Dimethylaminomethyl-5-(hydroxy-diphenyl-methyl)-pyrrolidine-1-carboxylic acid ethyl 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:

: (S)-5-Hydroxy-pyrrolidine-1,2-dicarboxylic acid diethyl ester

: 125023-63-4
(2R,5S)-2-Dimethylaminomethyl-5-(hydroxy-diphenyl-methyl)-pyrrolidine-1-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 0.1percent p-CH₃C₆H₄SO₃H / 23 °C

2: 62 percent / stannic chloride / CH₂Cl₂ / 24 h / -40 °C

3: 81 percent / H₂ / W-II Raney nickel / methanol; various solvent(s) / 16 h / 23 °C / 760 Torr

4: tetrahydrofuran / 16 h / 23 °C

With hydrogen; tin(IV) chloride; toluene-4-sulfonic acid; W-II Raney nickel; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00290a002

Reference yield:

: 125023-58-7,125132-88-9
(S)-5-Methoxy-pyrrolidine-1,2-dicarboxylic acid diethyl ester

: 125023-63-4
(2R,5S)-2-Dimethylaminomethyl-5-(hydroxy-diphenyl-methyl)-pyrrolidine-1-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 62 percent / stannic chloride / CH₂Cl₂ / 24 h / -40 °C

2: 81 percent / H₂ / W-II Raney nickel / methanol; various solvent(s) / 16 h / 23 °C / 760 Torr

3: tetrahydrofuran / 16 h / 23 °C

With hydrogen; tin(IV) chloride; W-II Raney nickel; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00290a002

Reference yield:

: 125048-82-0
ethyl (S)-N-(ethoxycarbonyl)pyroglutamate

: 125023-63-4
(2R,5S)-2-Dimethylaminomethyl-5-(hydroxy-diphenyl-methyl)-pyrrolidine-1-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: diisobutylaluminium hydride, half-saturated aq. sodium potassium tartrate solution / tetrahydrofuran / 2 h / -78 °C

2: 0.1percent p-CH₃C₆H₄SO₃H / 23 °C

3: 62 percent / stannic chloride / CH₂Cl₂ / 24 h / -40 °C

4: 81 percent / H₂ / W-II Raney nickel / methanol; various solvent(s) / 16 h / 23 °C / 760 Torr

5: tetrahydrofuran / 16 h / 23 °C

With hydrogen; tin(IV) chloride; diisobutylaluminium hydride; Rochelle's salt; toluene-4-sulfonic acid; W-II Raney nickel; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00290a002