(S,S)-(+)-5-benzyloxymethyl-N-[2-(1-ethyl-1-methoxypropyl)pyrrolidine]-3-imino-dihydro-2-furanone

Base Information

Chemical Name:(S,S)-(+)-5-benzyloxymethyl-N-[2-(1-ethyl-1-methoxypropyl)pyrrolidine]-3-imino-dihydro-2-furanone
CAS No.:235765-54-5
Molecular Formula:C₂₂H₃₂N₂O₄
Molecular Weight:388.507
Hs Code.:

Synonyms:(S,S)-(+)-5-benzyloxymethyl-N-[2-(1-ethyl-1-methoxypropyl)pyrrolidine]-3-imino-dihydro-2-furanone

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Chemical Property of (S,S)-(+)-5-benzyloxymethyl-N-[2-(1-ethyl-1-methoxypropyl)pyrrolidine]-3-imino-dihydro-2-furanone

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Technology Process of (S,S)-(+)-5-benzyloxymethyl-N-[2-(1-ethyl-1-methoxypropyl)pyrrolidine]-3-imino-dihydro-2-furanone

There total 3 articles about (S,S)-(+)-5-benzyloxymethyl-N-[2-(1-ethyl-1-methoxypropyl)pyrrolidine]-3-imino-dihydro-2-furanone 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: 66.0%

: (S)-1-[4-benzyloxy-3-hydroxy-1-(2,6-di-tert-butyl-4-methoxy-1-phenoxycarbonyl)-1-butylideneamino]-2-(1-ethyl-1-methoxypropyl)pyrrolidine

: 235765-54-5
(S,S)-(+)-5-benzyloxymethyl-N-[2-(1-ethyl-1-methoxypropyl)pyrrolidine]-3-imino-dihydro-2-furanone

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at -30 ℃;
DOI:10.1016/S0040-4020(99)00283-5

Reference yield:

: 118535-62-9
(S)-(-)-1-amino-2-(1'-methoxy-1'-ethylpropyl)pyrrolidine

: 235765-54-5
(S,S)-(+)-5-benzyloxymethyl-N-[2-(1-ethyl-1-methoxypropyl)pyrrolidine]-3-imino-dihydro-2-furanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 83 percent / p-toluenesulfonic acid / cyclohexane / Heating

2.1: lithium diisopropylamide; lithium bromide / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 46 percent / tetrahydrofuran; hexane / -90 - -78 °C

3.1: 66 percent / potassium t-butoxide / tetrahydrofuran / -30 °C

With potassium tert-butylate; toluene-4-sulfonic acid; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; hexane; cyclohexane; 1.1: Condensation / 2.1: Addition / 2.2: Addition / 3.1: Cyclization;
DOI:10.1016/S0040-4020(99)00283-5

Reference yield:

: 148432-21-7
(S)-(+)-1-[1-(2,6-Di-tert-butyl-4-methoxy-1-phenoxycarbonyl)-1-ethylideneamino]-2-(1-methoxy-1-ethylpropyl)pyrrolidine

: 235765-54-5
(S,S)-(+)-5-benzyloxymethyl-N-[2-(1-ethyl-1-methoxypropyl)pyrrolidine]-3-imino-dihydro-2-furanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropylamide; lithium bromide / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 46 percent / tetrahydrofuran; hexane / -90 - -78 °C

2.1: 66 percent / potassium t-butoxide / tetrahydrofuran / -30 °C

With potassium tert-butylate; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; hexane; 1.1: Addition / 1.2: Addition / 2.1: Cyclization;
DOI:10.1016/S0040-4020(99)00283-5