(2S,3S)-2-Cyclohexylmethyl-5-oxo-3-(tetrahydro-pyran-2-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(2S,3S)-2-Cyclohexylmethyl-5-oxo-3-(tetrahydro-pyran-2-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:131232-45-6
Molecular Formula:C₂₁H₃₅NO₅
Molecular Weight:381.513
Hs Code.:

Synonyms:(2S,3S)-2-Cyclohexylmethyl-5-oxo-3-(tetrahydro-pyran-2-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (2S,3S)-2-Cyclohexylmethyl-5-oxo-3-(tetrahydro-pyran-2-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of (2S,3S)-2-Cyclohexylmethyl-5-oxo-3-(tetrahydro-pyran-2-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 7 articles about (2S,3S)-2-Cyclohexylmethyl-5-oxo-3-(tetrahydro-pyran-2-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl 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: 92.0%

: 691-64-5
di-tert-butyl oxalate

: 126910-77-8,126910-78-9
<4S(RS),5S>-5-(cyclohexylmethyl)-4-<(tetrahydro-2H-pyran-2-yl)oxy>-2-pyrrolidinone

: 126910-79-0,126910-80-3,131232-45-6,131232-46-7
<4S(RS),5S>-5-(cyclohexylmethyl)-4-<(tetrahydro-2H-pyran-2-yl)oxy>-2-oxo-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester

Guidance literature:: With dmap; In tetrahydrofuran; for 24h;

Reference yield:

: 17193-39-4,144644-00-8
methyl 3-cyclohexyl-L-alaninate hydrochloride

: 126910-79-0,126910-80-3,131232-45-6,131232-46-7
<4S(RS),5S>-5-(cyclohexylmethyl)-4-<(tetrahydro-2H-pyran-2-yl)oxy>-2-oxo-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / NEt₃ / CH₂Cl₂ / 1 h / 10 °C

2: 1.) sodium ethoxide, 2.) hydrochloric acid / 1.) ethanol, reflux, 5 min, 2.) water

3: 60 percent / ethanol; H₂O / 25 h / Heating

4: hydrogen / platinum / methanol; ethyl acetate

5: 85 percent / p-toluenesulfonic acid / CH₂Cl₂; tetrahydrofuran / 24 h

6: 92 percent / 4-dimethylaminopyridine / tetrahydrofuran / 24 h

With hydrogenchloride; dmap; hydrogen; sodium ethanolate; toluene-4-sulfonic acid; triethylamine; platinum; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate;

Reference yield:

: 126910-73-4
(S)-5-(cyclohexylmethyl)-2,5-dihydro-4-hydroxy-2-oxo-1H-pyrrole-3-carboxylic acid, ethyl ester

: 126910-79-0,126910-80-3,131232-45-6,131232-46-7
<4S(RS),5S>-5-(cyclohexylmethyl)-4-<(tetrahydro-2H-pyran-2-yl)oxy>-2-oxo-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / ethanol; H₂O / 25 h / Heating

2: hydrogen / platinum / methanol; ethyl acetate

3: 85 percent / p-toluenesulfonic acid / CH₂Cl₂; tetrahydrofuran / 24 h

4: 92 percent / 4-dimethylaminopyridine / tetrahydrofuran / 24 h

With dmap; hydrogen; toluene-4-sulfonic acid; platinum; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate;