(S)-4-((benzyloxy)methyl)-1-((S)-1-phenylethyl)pyrrolidin-2-one

Base Information

• Chemical Name: (S)-4-((benzyloxy)methyl)-1-((S)-1-phenylethyl)pyrrolidin-2-one
• CAS No.: 641634-56-2
• Molecular Formula: C₂₀H₂₃NO₂
• Molecular Weight: 309.408
• Mol file: 641634-56-2.mol

Synonyms:(S)-4-((benzyloxy)methyl)-1-((S)-1-phenylethyl)pyrrolidin-2-one

Chemical Property of (S)-4-((benzyloxy)methyl)-1-((S)-1-phenylethyl)pyrrolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-((benzyloxy)methyl)-1-((S)-1-phenylethyl)pyrrolidin-2-one

There total 2 articles about (S)-4-((benzyloxy)methyl)-1-((S)-1-phenylethyl)pyrrolidin-2-one 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: 91.0%

benzyl bromide (100-39-0) + (4S,1'S)-4-hydroxymethyl-1-(1'-phenylethyl)pyrrolidin-2-one (188641-35-2) → (S)-4-((benzyloxy)methyl)-1-((S)-1-phenylethyl)pyrrolidin-2-one (641634-56-2)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; triphenylmethane; In tetrahydrofuran; hexane; for 1h; Heating;

DOI:10.1016/S0957-4166(03)00599-8

Reference yield:

methyl 5-oxo-1-((S)-1-phenylethyl)pyrrolidine-3-(S)-carboxylate (146348-14-3) → (S)-4-((benzyloxy)methyl)-1-((S)-1-phenylethyl)pyrrolidin-2-one (641634-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / -23 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 20 °C / Inert atmosphere

2.2: 3 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

DOI:10.1007/s00726-015-2100-4

Reference yield: 92.0%

Isobutyl iodide (513-38-2) + (S)-4-((benzyloxy)methyl)-1-((S)-1-phenylethyl)pyrrolidin-2-one (641634-56-2) → (3S,4S,1'S)-4-benzyloxymethyl-3-(2''-methylprop-1''-yl)-1-(1'-phenylethyl)pyrrolidin-2-one (641634-57-3)

Guidance literature:

(S)-4-((benzyloxy)methyl)-1-((S)-1-phenylethyl)pyrrolidin-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -15 ℃; for 0.333333h;

Isobutyl iodide; In tetrahydrofuran; hexane; for 2h;

DOI:10.1016/S0957-4166(03)00599-8

upstream raw materials:

benzyl bromide

(4S,1'S)-4-hydroxymethyl-1-(1'-phenylethyl)pyrrolidin-2-one

methyl 5-oxo-1-((S)-1-phenylethyl)pyrrolidine-3-(S)-carboxylate

Downstream raw materials:

(3S,4S,1'S)-4-benzyloxymethyl-3-(2''-methylprop-1''-yl)-1-(1'-phenylethyl)pyrrolidin-2-one

(3S,4S)-3-benzyloxymethyl-1-(tert-butoxycarbonyl)-4-(2'-methylprop-1'-yl)pyrrolidine

(3S,4S,1'S)-4-benzyloxymethyl-3-(2''-methylprop-1''-yl)-1-(1'-phenylethyl)pyrrolidine