(2R,5S)-2-Butyl-5-((E)-4-oxo-hept-2-enyl)-pyrrolidine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: (2R,5S)-2-Butyl-5-((E)-4-oxo-hept-2-enyl)-pyrrolidine-1-carboxylic acid benzyl ester
• CAS No.: 162335-17-3
• Molecular Formula: C₂₃H₃₃NO₃
• Molecular Weight: 371.52
• Mol file: 162335-17-3.mol

Synonyms:(2R,5S)-2-Butyl-5-((E)-4-oxo-hept-2-enyl)-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property of (2R,5S)-2-Butyl-5-((E)-4-oxo-hept-2-enyl)-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,5S)-2-Butyl-5-((E)-4-oxo-hept-2-enyl)-pyrrolidine-1-carboxylic acid benzyl ester

There total 5 articles about (2R,5S)-2-Butyl-5-((E)-4-oxo-hept-2-enyl)-pyrrolidine-1-carboxylic acid benzyl 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:

((R)-5-Butyl-pyrrolidin-2-yl)-acetic acid methyl ester (136092-36-9,136173-04-1) → (2R,5S)-2-Butyl-5-((E)-4-oxo-hept-2-enyl)-pyrrolidine-1-carboxylic acid benzyl ester (162335-17-3)

Guidance literature:

Multi-step reaction with 4 steps

1: LiAlH₄ / diethyl ether / Heating

2: K₂CO₃ / acetone

3: PCC / CH₂Cl₂

4: tetrahydrofuran / Heating

With lithium aluminium tetrahydride; potassium carbonate; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane; acetone;

DOI:10.1016/S0957-4166(00)80332-8

Reference yield:

(5R)-Z-Methyl (5-butyl-2-pyrrolidinylidene)acetate (136092-37-0) → (2R,5S)-2-Butyl-5-((E)-4-oxo-hept-2-enyl)-pyrrolidine-1-carboxylic acid benzyl ester (162335-17-3)

Guidance literature:

Multi-step reaction with 5 steps

1: NaBH₄, BF₃*Et₂O / CH₂Cl₂

2: LiAlH₄ / diethyl ether / Heating

3: K₂CO₃ / acetone

4: PCC / CH₂Cl₂

5: tetrahydrofuran / Heating

With sodium tetrahydroborate; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; potassium carbonate; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane; acetone;

DOI:10.1016/S0957-4166(00)80332-8

Reference yield:

(2R,5S)-2-Butyl-5-(2-hydroxy-ethyl)-pyrrolidine-1-carboxylic acid benzyl ester (136092-32-5) → (2R,5S)-2-Butyl-5-((E)-4-oxo-hept-2-enyl)-pyrrolidine-1-carboxylic acid benzyl ester (162335-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: PCC / CH₂Cl₂

2: tetrahydrofuran / Heating

With pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0957-4166(00)80332-8

upstream raw materials:

1-(triphenyl-λ⁵-phosphanylidene)pentan-2-one

(2R,5S)-2-Butyl-5-(2-oxo-ethyl)-pyrrolidine-1-carboxylic acid benzyl ester

((R)-5-Butyl-pyrrolidin-2-yl)-acetic acid methyl ester

(5R)-Z-Methyl (5-butyl-2-pyrrolidinylidene)acetate

Downstream raw materials:

(2R,5R)-N-<(benzyloxy)carbonyl>-5-butyl-2-(4-oxoheptyl)pyrrolidine

(-)-indolizidine 223AB