1-tert-butyl 2-ethyl (2S)-4-(1-hydroxycyclohexyl)-5-oxo-1,2-pyrrolidinedicarboxylate

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Chemical Name:1-tert-butyl 2-ethyl (2S)-4-(1-hydroxycyclohexyl)-5-oxo-1,2-pyrrolidinedicarboxylate
CAS No.:934470-69-6
Molecular Formula:C₁₈H₂₉NO₆
Molecular Weight:355.431
Hs Code.:

Synonyms:1-tert-butyl 2-ethyl (2S)-4-(1-hydroxycyclohexyl)-5-oxo-1,2-pyrrolidinedicarboxylate

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Chemical Property of 1-tert-butyl 2-ethyl (2S)-4-(1-hydroxycyclohexyl)-5-oxo-1,2-pyrrolidinedicarboxylate

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Technology Process of 1-tert-butyl 2-ethyl (2S)-4-(1-hydroxycyclohexyl)-5-oxo-1,2-pyrrolidinedicarboxylate

There total 1 articles about 1-tert-butyl 2-ethyl (2S)-4-(1-hydroxycyclohexyl)-5-oxo-1,2-pyrrolidinedicarboxylate 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: 80.0%

: 108-94-1,11119-77-0,9003-41-2,9075-99-4
cyclohexanone

: 144978-35-8,144978-12-1,251924-83-1
(S)-ethyl N-tert-butoxycarbonylpyroglutamate

: 934470-69-6
1-tert-butyl 2-ethyl (2S)-4-(1-hydroxycyclohexyl)-5-oxo-1,2-pyrrolidinedicarboxylate

Guidance literature:: (S)-ethyl N-tert-butoxycarbonylpyroglutamate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

cyclohexanone; With boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃; for 2.5h; Further stages.;
DOI:10.1016/j.bmc.2007.01.033

Reference yield:

: 934470-69-6
1-tert-butyl 2-ethyl (2S)-4-(1-hydroxycyclohexyl)-5-oxo-1,2-pyrrolidinedicarboxylate

: 934470-73-2
1-tert-butyl 2-ethyl (2S,4R)-4-cyclohexyl-5-oxo-1,2-pyrrolidinedicarboxylate

Guidance literature:: 1-tert-butyl 2-ethyl (2S)-4-(1-hydroxycyclohexyl)-5-oxo-1,2-pyrrolidinedicarboxylate; With methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 48h;

With hydrogen; platinum(IV) oxide; In ethyl acetate; at 20 ℃; for 18h; Further stages.; atmospheric pressure;
DOI:10.1016/j.bmc.2007.01.033

Reference yield:

: 934470-69-6
1-tert-butyl 2-ethyl (2S)-4-(1-hydroxycyclohexyl)-5-oxo-1,2-pyrrolidinedicarboxylate

: 934470-78-7
1-tert-butyl 2-ethyl (2S,4S)-4-cyclohexyl-1,2-pyrrolidinedicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: methanesulfonyl chloride; triethylamine / CH₂Cl₂ / 48 h / 20 °C

1.2: 527 mg / hydrogen / platinum(IV) oxide / ethyl acetate / 18 h / 20 °C / atmospheric pressure

2.1: lithium triethylborohydride / tetrahydrofuran / 0.67 h / -78 °C

2.2: H₂O₂ / tetrahydrofuran / 0.33 h / 0 °C

2.3: 98 percent / triethylsilane; BF₃*OEt₂ / CH₂Cl₂ / 3 h / -78 °C

With lithium triethylborohydride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2007.01.033