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

Base Information

Chemical Name:(2R,2'S,4'S)-1-(5'-benzyloxy-2',4'-dimethylpentanoyl)-2-hydroxymethylpyrrolidine
CAS No.:754239-22-0
Molecular Formula:C₁₉H₂₉NO₃
Molecular Weight:319.444
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

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

There total 1 articles about (2R,2'S,4'S)-1-(5'-benzyloxy-2',4'-dimethylpentanoyl)-2-hydroxymethylpyrrolidine 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: 74.0%

: 90344-49-3
(2R)-3-iodo-2-methylpropyl benzyl ether

: 87131-47-3
(R)-N-propanoyl-2-pyrrolidinemethanol

: 754239-22-0
(2R,2'S,4'S)-1-(5'-benzyloxy-2',4'-dimethylpentanoyl)-2-hydroxymethylpyrrolidine

Guidance literature:: (R)-N-propanoyl-2-pyrrolidinemethanol; With lithium diisopropyl amide; In tetrahydrofuran; at 20 ℃; for 1h;

(2R)-3-iodo-2-methylpropyl benzyl ether; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 - 20 ℃; for 4h;
DOI:10.1039/b404205k

Reference yield:

: 754239-22-0
(2R,2'S,4'S)-1-(5'-benzyloxy-2',4'-dimethylpentanoyl)-2-hydroxymethylpyrrolidine

: methyl (3R,4S,6S)-7-benzyloxy-3,4,6-trimethylheptanoate

Guidance literature:: Multi-step reaction with 5 steps

1: aq. HCl / 6 h / Heating

2: 0.232 g / LiAlH₄ / diethyl ether / 4 h / 0 - 20 °C

3: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 9 h / 0 °C

4: 93 percent / toluene / 3 h / 80 °C

5: CuBr*DMS; ClSiMe₃ / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.5 h / 0 °C

With hydrogenchloride; lithium aluminium tetrahydride; chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex; Dess-Martin periodane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; toluene; 3: Dess-Martin oxidation / 4: Wittig olefination;
DOI:10.1039/b404205k

Reference yield:

: 754239-22-0
(2R,2'S,4'S)-1-(5'-benzyloxy-2',4'-dimethylpentanoyl)-2-hydroxymethylpyrrolidine

: 169105-68-4
(2S,4S)-5-benzyloxy-2,4-dimethyl-pentan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: aq. HCl / 6 h / Heating

2: 0.232 g / LiAlH₄ / diethyl ether / 4 h / 0 - 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; In diethyl ether;
DOI:10.1039/b404205k