3-[(2S,5R)-2-(2-Benzyloxy-ethyl)-5-(2-hydroxy-ethyl)-pyrrolidin-1-yl]-cyclohex-2-enone

Base Information

Chemical Name:3-[(2S,5R)-2-(2-Benzyloxy-ethyl)-5-(2-hydroxy-ethyl)-pyrrolidin-1-yl]-cyclohex-2-enone
CAS No.:75648-85-0
Molecular Formula:C₂₁H₂₉NO₃
Molecular Weight:343.466
Hs Code.:

Synonyms:3-[(2S,5R)-2-(2-Benzyloxy-ethyl)-5-(2-hydroxy-ethyl)-pyrrolidin-1-yl]-cyclohex-2-enone

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Chemical Property of 3-[(2S,5R)-2-(2-Benzyloxy-ethyl)-5-(2-hydroxy-ethyl)-pyrrolidin-1-yl]-cyclohex-2-enone

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Technology Process of 3-[(2S,5R)-2-(2-Benzyloxy-ethyl)-5-(2-hydroxy-ethyl)-pyrrolidin-1-yl]-cyclohex-2-enone

There total 6 articles about 3-[(2S,5R)-2-(2-Benzyloxy-ethyl)-5-(2-hydroxy-ethyl)-pyrrolidin-1-yl]-cyclohex-2-enone 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: 85.0%

: 504-02-9
1,3-cylohexanedione

: 75648-84-9
2-[(2R,5S)-5-(2-Benzyloxy-ethyl)-pyrrolidin-2-yl]-ethanol

: 75648-85-0
3-[(2S,5R)-2-(2-Benzyloxy-ethyl)-5-(2-hydroxy-ethyl)-pyrrolidin-1-yl]-cyclohex-2-enone

Guidance literature:: With pyridinium p-toluenesulfonate; In benzene; Ambient temperature;
DOI:10.1021/ja00543a067

Reference yield:

: 127654-95-9
(1-benzyl-2,5-bis-ethoxycarbonylmethylene)pyrrolidine

: 75648-85-0
3-[(2S,5R)-2-(2-Benzyloxy-ethyl)-5-(2-hydroxy-ethyl)-pyrrolidin-1-yl]-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) H₂, 2.) Py / 10percent Pd/C / 1.) HClO₄, MeOH, RT, 2.) CH₂Cl₂

2: LiBH₄ / tetrahydrofuran / Ambient temperature

3: 1.) KH / 1.) THF, RT, 2.) DMF

4: Ba(OH)2 / H₂O / Heating

5: 85 percent / py*TsOH / benzene / Ambient temperature

With pyridine; barium dihydroxide; lithium borohydride; hydrogen; pyridinium p-toluenesulfonate; potassium hydride; palladium on activated charcoal; In tetrahydrofuran; water; benzene;
DOI:10.1021/ja00543a067

Reference yield:

: 100-39-0
benzyl bromide

: 75648-85-0
3-[(2S,5R)-2-(2-Benzyloxy-ethyl)-5-(2-hydroxy-ethyl)-pyrrolidin-1-yl]-cyclohex-2-enone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) KH / 1.) THF, RT, 2.) DMF

2: Ba(OH)2 / H₂O / Heating

3: 85 percent / py*TsOH / benzene / Ambient temperature

With barium dihydroxide; pyridinium p-toluenesulfonate; potassium hydride; In water; benzene;
DOI:10.1021/ja00543a067