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

Base Information

• Chemical Name: (3S,4S,1'S)-4-benzyloxymethyl-3-(2''-methylprop-1''-yl)-1-(1'-phenylethyl)pyrrolidin-2-one
• CAS No.: 641634-57-3
• Molecular Formula: C₂₄H₃₁NO₂
• Molecular Weight: 365.516

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

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

Chemical Property:

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

There total 3 articles about (3S,4S,1'S)-4-benzyloxymethyl-3-(2''-methylprop-1''-yl)-1-(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: 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

Reference yield:

benzyl bromide (100-39-0) → (3S,4S,1'S)-4-benzyloxymethyl-3-(2''-methylprop-1''-yl)-1-(1'-phenylethyl)pyrrolidin-2-one (641634-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 91 percent / triphenylmethane; HMPA; n-BuLi / tetrahydrofuran; hexane / 1 h / Heating

2.1: LiHMDS / tetrahydrofuran; hexane / 0.33 h / -15 °C

2.2: 92 percent / tetrahydrofuran; hexane / 2 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; triphenylmethane; lithium hexamethyldisilazane; In tetrahydrofuran; hexane;

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

Reference yield:

(4S,1'S)-4-hydroxymethyl-1-(1'-phenylethyl)pyrrolidin-2-one (188641-35-2) → (3S,4S,1'S)-4-benzyloxymethyl-3-(2''-methylprop-1''-yl)-1-(1'-phenylethyl)pyrrolidin-2-one (641634-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 91 percent / triphenylmethane; HMPA; n-BuLi / tetrahydrofuran; hexane / 1 h / Heating

2.1: LiHMDS / tetrahydrofuran; hexane / 0.33 h / -15 °C

2.2: 92 percent / tetrahydrofuran; hexane / 2 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; triphenylmethane; lithium hexamethyldisilazane; In tetrahydrofuran; hexane;

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

upstream raw materials:

Isobutyl iodide

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

benzyl bromide

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

Downstream raw materials:

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

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

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