(2S,2'R,4'S)-1-(5'-(benzyloxy)-2',4'-dimethylpentanoyl)-2-(hydroxymethyl)pyrrolidine

Base Information

• Chemical Name: (2S,2'R,4'S)-1-(5'-(benzyloxy)-2',4'-dimethylpentanoyl)-2-(hydroxymethyl)pyrrolidine
• CAS No.: 128440-40-4
• Molecular Formula: C₁₉H₂₉NO₃
• Molecular Weight: 319.444
• Mol file: 128440-40-4.mol

Synonyms:(2S,2'R,4'S)-1-(5'-(benzyloxy)-2',4'-dimethylpentanoyl)-2-(hydroxymethyl)pyrrolidine

Chemical Property of (2S,2'R,4'S)-1-(5'-(benzyloxy)-2',4'-dimethylpentanoyl)-2-(hydroxymethyl)pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,2'R,4'S)-1-(5'-(benzyloxy)-2',4'-dimethylpentanoyl)-2-(hydroxymethyl)pyrrolidine

There total 2 articles about (2S,2'R,4'S)-1-(5'-(benzyloxy)-2',4'-dimethylpentanoyl)-2-(hydroxymethyl)pyrrolidine 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-Pyrrolidin-2-yl-methanol (23356-96-9) → (2S,2'R,4'S)-1-(5'-(benzyloxy)-2',4'-dimethylpentanoyl)-2-(hydroxymethyl)pyrrolidine (128440-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / 0.17 h / 70 °C

2: 1.) lithium diisopropylamide (LDA), HMPA / 1.) THF, hexane, 0 deg C, 2.) from -100 deg C to -40 deg C, 12 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide;

DOI:10.1021/ja00169a042

Reference yield:

(S)-(-)-prolinol propionamide (74036-66-1) + (2R)-3-iodo-2-methylpropyl benzyl ether (90344-49-3) → (2S,2'R,4'S)-1-(5'-(benzyloxy)-2',4'-dimethylpentanoyl)-2-(hydroxymethyl)pyrrolidine (128440-40-4)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, hexane, 0 deg C, 2.) from -100 deg C to -40 deg C, 12 h;

DOI:10.1021/ja00169a042

Reference yield: 91.0%

(2S,2'R,4'S)-1-(5'-(benzyloxy)-2',4'-dimethylpentanoyl)-2-(hydroxymethyl)pyrrolidine (128440-40-4) → (2R,4S)-5-(benzyloxy)-2,4-dimethylpentanoic acid (128329-53-3)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja00169a042

upstream raw materials:

(S)-(-)-prolinol propionamide

(2R)-3-iodo-2-methylpropyl benzyl ether

(S)-1-Pyrrolidin-2-yl-methanol

Downstream raw materials:

(2R,4S)-5-(benzyloxy)-2,4-dimethylpentanoic acid