N,N'-bis{[(S)-N-benzyl-pyrrolidin-2-yl]methyl}ethylenediamine

Base Information

• Chemical Name: N,N'-bis{[(S)-N-benzyl-pyrrolidin-2-yl]methyl}ethylenediamine
• CAS No.: 289480-97-3
• Molecular Formula: C₂₆H₃₈N₄
• Molecular Weight: 406.615
• Mol file: 289480-97-3.mol

Synonyms:N,N'-bis{[(S)-N-benzyl-pyrrolidin-2-yl]methyl}ethylenediamine

Chemical Property of N,N'-bis{[(S)-N-benzyl-pyrrolidin-2-yl]methyl}ethylenediamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N'-bis{[(S)-N-benzyl-pyrrolidin-2-yl]methyl}ethylenediamine

There total 9 articles about N,N'-bis{[(S)-N-benzyl-pyrrolidin-2-yl]methyl}ethylenediamine 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: 87.0%

(2S,2'S)-N,N'-(ethane-1,2-diyl)bis(1-benzylpyrrolidine-2-carboxamide) (289480-96-2) → N,N'-bis{[(S)-N-benzyl-pyrrolidin-2-yl]methyl}ethylenediamine (289480-97-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 24h; Heating;

DOI:10.1016/S0022-328X(00)00083-8

Reference yield:

N,N'-bis[(S)-N-benzyloxycarbonylprolyl]-1,2-ethylenediamine (102981-31-7,54985-57-8) → N,N'-bis{[(S)-N-benzyl-pyrrolidin-2-yl]methyl}ethylenediamine (289480-97-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / cyclohexene / Pd-C / 1 h / Heating

2: 97 percent / Et₃N / tetrahydrofuran / 2 h / 0 °C

3: 87 percent / LiAlH₄ / tetrahydrofuran / 24 h / Heating

With lithium aluminium tetrahydride; triethylamine; cyclohexene; palladium on activated charcoal; In tetrahydrofuran; 1: Reduction / 2: Alkylation / 3: Reduction;

DOI:10.1016/S0022-328X(00)00083-8

Reference yield:

(S)-2-Ethoxycarbonyloxycarbonyl-pyrrolidine-1-carboxylic acid benzyl ester → N,N'-bis{[(S)-N-benzyl-pyrrolidin-2-yl]methyl}ethylenediamine (289480-97-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 3.6 g / tetrahydrofuran / 1 h / 0 °C

2: 94 percent / cyclohexene / Pd-C / 1 h / Heating

3: 97 percent / Et₃N / tetrahydrofuran / 2 h / 0 °C

4: 87 percent / LiAlH₄ / tetrahydrofuran / 24 h / Heating

With lithium aluminium tetrahydride; triethylamine; cyclohexene; palladium on activated charcoal; In tetrahydrofuran; 1: Acylation / 2: Reduction / 3: Alkylation / 4: Reduction;

DOI:10.1016/S0022-328X(00)00083-8

upstream raw materials:

(2S,2'S)-N,N'-(ethane-1,2-diyl)bis(1-benzylpyrrolidine-2-carboxamide)

N,N'-bis[(S)-prolyl]-1,2-ethylenediamine

N,N'-bis[(S)-N-benzyloxycarbonylprolyl]-1,2-ethylenediamine

N-Benzyloxycarbonyl-L-proline