(E)-(2S,5R)-1-(benzyloxycarbonyl)-2-(11-(benzyloxy)-3-oxo-1-undecenyl)-5-methylpyrrolidine

Base Information

• Chemical Name: (E)-(2S,5R)-1-(benzyloxycarbonyl)-2-(11-(benzyloxy)-3-oxo-1-undecenyl)-5-methylpyrrolidine
• CAS No.: 143064-43-1
• Molecular Formula: C₃₁H₄₁NO₄
• Molecular Weight: 491.671
• Mol file: 143064-43-1.mol

Synonyms:(E)-(2S,5R)-1-(benzyloxycarbonyl)-2-(11-(benzyloxy)-3-oxo-1-undecenyl)-5-methylpyrrolidine

Chemical Property of (E)-(2S,5R)-1-(benzyloxycarbonyl)-2-(11-(benzyloxy)-3-oxo-1-undecenyl)-5-methylpyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(2S,5R)-1-(benzyloxycarbonyl)-2-(11-(benzyloxy)-3-oxo-1-undecenyl)-5-methylpyrrolidine

There total 8 articles about (E)-(2S,5R)-1-(benzyloxycarbonyl)-2-(11-(benzyloxy)-3-oxo-1-undecenyl)-5-methylpyrrolidine 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:

(S)-(1-methylpent-4-enyl)carbamic acid benzyl ester (1134776-91-2) → (2R,5S)-2-((E)-11-Benzyloxy-3-oxo-undec-1-enyl)-5-methyl-pyrrolidine-1-carboxylic acid benzyl ester (143064-43-1,143120-65-4)

Guidance literature:

Multi-step reaction with 3 steps

2: SO₃, Me₂S, pyridine, NEt₃ / CH₂Cl₂ / Ambient temperature

3: LiCl, i-Pr₂NEt / acetonitrile / 21 h / Ambient temperature

With pyridine; dimethylsulfide; sulfur trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; In dichloromethane; acetonitrile;

DOI:10.1021/jo00042a017

Reference yield:

((R)-1-Methyl-pent-4-enyl)-carbamic acid benzyl ester (113774-91-7) → (E)-(2S,5R)-1-(benzyloxycarbonyl)-2-(11-(benzyloxy)-3-oxo-1-undecenyl)-5-methylpyrrolidine (143064-43-1)

Guidance literature:

Multi-step reaction with 3 steps

2: SO₃-pyridine, NEt₃, DMSO / CH₂Cl₂ / 2 h / Ambient temperature

3: LiCl, i-Pr₂NEt / acetonitrile / 21 h / Ambient temperature

With pyridine-SO₃ complex; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; In dichloromethane; acetonitrile;

DOI:10.1021/jo00042a017

Reference yield:

(2S,5R)-1-(benzyloxycarbonyl)-2-(hydroxymethyl)-5-methylpyrrolidine (135649-90-0) → (E)-(2S,5R)-1-(benzyloxycarbonyl)-2-(11-(benzyloxy)-3-oxo-1-undecenyl)-5-methylpyrrolidine (143064-43-1)

Guidance literature:

Multi-step reaction with 2 steps

1: SO₃-pyridine, NEt₃, DMSO / CH₂Cl₂ / 2 h / Ambient temperature

2: LiCl, i-Pr₂NEt / acetonitrile / 21 h / Ambient temperature

With pyridine-SO₃ complex; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; In dichloromethane; acetonitrile;

DOI:10.1021/jo00042a017

upstream raw materials:

(2S,5R)-2-Formyl-5-methyl-pyrrolidine-1-carboxylic acid benzyl ester

dimethyl (10-(benzyloxy)-2-oxodecyl)phosphonate

((R)-1-Methyl-pent-4-enyl)-carbamic acid benzyl ester

(2S,5R)-1-(benzyloxycarbonyl)-2-(hydroxymethyl)-5-methylpyrrolidine

Downstream raw materials:

(3R,5S,8S)-5-(8-(benzyloxy)octyl)-3-methylpyrrolizidine