2-Benzyl-1-((2S,5S)-2,5-bis-methoxymethoxymethyl-pyrrolidin-1-yl)-4-methyl-pentane-1,3-dione

Base Information

• Chemical Name: 2-Benzyl-1-((2S,5S)-2,5-bis-methoxymethoxymethyl-pyrrolidin-1-yl)-4-methyl-pentane-1,3-dione
• CAS No.: 96424-23-6
• Molecular Formula: C₂₃H₃₅NO₆
• Molecular Weight: 421.534

Synonyms:2-Benzyl-1-((2S,5S)-2,5-bis-methoxymethoxymethyl-pyrrolidin-1-yl)-4-methyl-pentane-1,3-dione

Chemical Property of 2-Benzyl-1-((2S,5S)-2,5-bis-methoxymethoxymethyl-pyrrolidin-1-yl)-4-methyl-pentane-1,3-dione

Chemical Property:

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Technology Process of 2-Benzyl-1-((2S,5S)-2,5-bis-methoxymethoxymethyl-pyrrolidin-1-yl)-4-methyl-pentane-1,3-dione

There total 1 articles about 2-Benzyl-1-((2S,5S)-2,5-bis-methoxymethoxymethyl-pyrrolidin-1-yl)-4-methyl-pentane-1,3-dione 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:

1-((2S,5S)-2,5-Bis-methoxymethoxymethyl-pyrrolidin-1-yl)-3-phenyl-propan-1-one (90290-30-5) + isobutyryl chloride (79-30-1) → (S)-2-Benzyl-1-((2S,5S)-2,5-bis-methoxymethoxymethyl-pyrrolidin-1-yl)-4-methyl-pentane-1,3-dione (96424-23-6)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.)10 min, -78 deg C, THF;

DOI:10.1016/S0040-4039(01)81747-0

Reference yield: 99.0%

2-Benzyl-1-((2S,5S)-2,5-bis-methoxymethoxymethyl-pyrrolidin-1-yl)-4-methyl-pentane-1,3-dione (96424-23-6) → (2S,3S)-2-Benzyl-1-((2S,5S)-2,5-bis-methoxymethoxymethyl-pyrrolidin-1-yl)-3-hydroxy-4-methyl-pentan-1-one (103616-62-2)

Guidance literature:

With potassium triethylborohydride; In tetrahydrofuran; diethyl ether; at 0 ℃;

DOI:10.1016/S0040-4039(00)98774-4

Reference yield: 98.0%

(S)-2-Benzyl-1-((2S,5S)-2,5-bis-methoxymethoxymethyl-pyrrolidin-1-yl)-4-methyl-pentane-1,3-dione (96424-23-6) → (2S,3R)-2-Benzyl-1-((2S,5S)-2,5-bis-methoxymethoxymethyl-pyrrolidin-1-yl)-3-hydroxy-4-methyl-pentan-1-one (96424-29-2)

Guidance literature:

With zinc(II) tetrahydroborate;

DOI:10.1016/S0040-4039(01)81747-0

upstream raw materials:

1-((2S,5S)-2,5-Bis-methoxymethoxymethyl-pyrrolidin-1-yl)-3-phenyl-propan-1-one

isobutyryl chloride

Downstream raw materials:

(2S,3S)-2-Benzyl-1-((2S,5S)-2,5-bis-methoxymethoxymethyl-pyrrolidin-1-yl)-3-hydroxy-4-methyl-pentan-1-one

(2S,3R)-2-Benzyl-1-((2S,5S)-2,5-bis-methoxymethoxymethyl-pyrrolidin-1-yl)-3-hydroxy-4-methyl-pentan-1-one

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