(2R,3S,5S)-3-acetoxy-2-benzyl-1-(ethoxycarbonyl)-5-nonylpyrrolidine

Base Information

Chemical Name:(2R,3S,5S)-3-acetoxy-2-benzyl-1-(ethoxycarbonyl)-5-nonylpyrrolidine
CAS No.:159154-10-6
Molecular Formula:C₂₅H₃₉NO₄
Molecular Weight:417.589
Hs Code.:

Synonyms:(2R,3S,5S)-3-acetoxy-2-benzyl-1-(ethoxycarbonyl)-5-nonylpyrrolidine

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Chemical Property of (2R,3S,5S)-3-acetoxy-2-benzyl-1-(ethoxycarbonyl)-5-nonylpyrrolidine

Chemical Property:

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Technology Process of (2R,3S,5S)-3-acetoxy-2-benzyl-1-(ethoxycarbonyl)-5-nonylpyrrolidine

There total 9 articles about (2R,3S,5S)-3-acetoxy-2-benzyl-1-(ethoxycarbonyl)-5-nonylpyrrolidine 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:

: 112-31-2
caprinaldehyde

: 159154-10-6
(2R,3S,5S)-3-acetoxy-2-benzyl-1-(ethoxycarbonyl)-5-nonylpyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1: toluene / 2 h / Heating

2: TFA / 2 h / Heating

3: H₂, conc. aq. HCl / Pd/C / methanol / 12 h / 23 °C / 760 Torr

4: NaHCO₃ / 1 h / 23 °C

5: urea-H₂O₂ complex, TFAA, 3-isobutyl-4-hydroxy-5-methylphenylsulfide / CH₂Cl₂ / 48 h / -4 °C

With hydrogenchloride; 3-isobutyl-4-hydroxy-5-methylphenylsulfide; hydrogen; urea hydrogen peroxide adduct; sodium hydrogencarbonate; trifluoroacetic acid; trifluoroacetic anhydride; palladium on activated charcoal; In methanol; dichloromethane; toluene;
DOI:10.1021/ja00104a005

Reference yield:

: 111491-96-4
(S)-3-(N-(benzyloxycarbonyl)amino)-4-phenyl-2-butanone

: 159154-10-6
(2R,3S,5S)-3-acetoxy-2-benzyl-1-(ethoxycarbonyl)-5-nonylpyrrolidine

Guidance literature:: Multi-step reaction with 7 steps

1: 76 percent / tetrahydrofuran / 21 h / 25 °C

2: 1.) KH, 3.) aq. KOH

3: toluene / 2 h / Heating

4: TFA / 2 h / Heating

5: H₂, conc. aq. HCl / Pd/C / methanol / 12 h / 23 °C / 760 Torr

6: NaHCO₃ / 1 h / 23 °C

7: urea-H₂O₂ complex, TFAA, 3-isobutyl-4-hydroxy-5-methylphenylsulfide / CH₂Cl₂ / 48 h / -4 °C

With hydrogenchloride; potassium hydroxide; 3-isobutyl-4-hydroxy-5-methylphenylsulfide; hydrogen; urea hydrogen peroxide adduct; potassium hydride; sodium hydrogencarbonate; trifluoroacetic acid; trifluoroacetic anhydride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/ja00104a005

Reference yield:

: 159153-91-0
(3S,4S)-4-(N-(benzyloxycarbonyl)amino)-3-methyl-5-phenyl-1-penten-3-ol

: 159154-10-6
(2R,3S,5S)-3-acetoxy-2-benzyl-1-(ethoxycarbonyl)-5-nonylpyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) KH, 3.) aq. KOH

2: toluene / 2 h / Heating

3: TFA / 2 h / Heating

4: H₂, conc. aq. HCl / Pd/C / methanol / 12 h / 23 °C / 760 Torr

5: NaHCO₃ / 1 h / 23 °C

6: urea-H₂O₂ complex, TFAA, 3-isobutyl-4-hydroxy-5-methylphenylsulfide / CH₂Cl₂ / 48 h / -4 °C

With hydrogenchloride; potassium hydroxide; 3-isobutyl-4-hydroxy-5-methylphenylsulfide; hydrogen; urea hydrogen peroxide adduct; potassium hydride; sodium hydrogencarbonate; trifluoroacetic acid; trifluoroacetic anhydride; palladium on activated charcoal; In methanol; dichloromethane; toluene;
DOI:10.1021/ja00104a005