(5S,6S)-6-((S)-1-Benzyloxy-ethyl)-5-methyl-4-pyrrolidin-1-yl-5,6-dihydro-pyran-2-one

Base Information

• Chemical Name: (5S,6S)-6-((S)-1-Benzyloxy-ethyl)-5-methyl-4-pyrrolidin-1-yl-5,6-dihydro-pyran-2-one
• CAS No.: 116505-22-7
• Molecular Formula: C₁₉H₂₅NO₃
• Molecular Weight: 315.412

Synonyms:(5S,6S)-6-((S)-1-Benzyloxy-ethyl)-5-methyl-4-pyrrolidin-1-yl-5,6-dihydro-pyran-2-one

Chemical Property of (5S,6S)-6-((S)-1-Benzyloxy-ethyl)-5-methyl-4-pyrrolidin-1-yl-5,6-dihydro-pyran-2-one

Chemical Property:

Purity/Quality:

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Technology Process of (5S,6S)-6-((S)-1-Benzyloxy-ethyl)-5-methyl-4-pyrrolidin-1-yl-5,6-dihydro-pyran-2-one

There total 11 articles about (5S,6S)-6-((S)-1-Benzyloxy-ethyl)-5-methyl-4-pyrrolidin-1-yl-5,6-dihydro-pyran-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:

2-(benzyloxy)propanal (53346-05-7) + (E)-3-Pyrrolidin-1-yl-pent-2-enoic acid methyl ester (102779-95-3) → (5S,6S)-6-((S)-1-Benzyloxy-ethyl)-5-methyl-4-pyrrolidin-1-yl-5,6-dihydro-pyran-2-one (116505-10-3,116505-11-4,116505-22-7,116505-23-8) + (5S,6S)-6-((R)-1-Benzyloxy-ethyl)-5-methyl-4-pyrrolidin-1-yl-5,6-dihydro-pyran-2-one (116505-10-3,116505-11-4,116505-22-7,116505-23-8)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; Product distribution; the diastereoselectivity of the coupling reaction was investigated;

DOI:10.1016/S0040-4039(00)96744-3

Reference yield:

2-(benzyloxy)propanal (53346-05-7) + (E)-3-Pyrrolidin-1-yl-pent-2-enoic acid methyl ester (102779-95-3) → (5S,6S)-6-((S)-1-Benzyloxy-ethyl)-5-methyl-4-pyrrolidin-1-yl-5,6-dihydro-pyran-2-one (116505-10-3,116505-11-4,116505-22-7,116505-23-8) + (5S,6S)-6-((R)-1-Benzyloxy-ethyl)-5-methyl-4-pyrrolidin-1-yl-5,6-dihydro-pyran-2-one (116505-10-3,116505-11-4,116505-22-7,116505-23-8)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; Product distribution; the diastereoselectivity of the coupling reaction was investigated;

DOI:10.1016/S0040-4039(00)96744-3

Reference yield:

(5S,6S)-6-((S)-1-Hydroxy-ethyl)-5-methyl-4-pyrrolidin-1-yl-5,6-dihydro-pyran-2-one → (5S,6S)-6-((S)-1-Benzyloxy-ethyl)-5-methyl-4-pyrrolidin-1-yl-5,6-dihydro-pyran-2-one (116505-10-3,116505-11-4,116505-22-7,116505-23-8)

Guidance literature:

by benzylation;

DOI:10.1016/S0040-4039(00)96744-3

upstream raw materials:

1-[(E)-1-((Z)-2-Methoxy-2-trimethylsilanyloxy-vinyl)-propenyl]-pyrrolidine

(2S)-2-Benzyloxypropanoic acid chloride

2-(benzyloxy)propanal

(E)-3-Pyrrolidin-1-yl-pent-2-enoic acid methyl ester

Downstream raw materials:

(2R,3S,4S)-4-Benzyloxy-3-hydroxy-2-methyl-1-pyrrolidin-1-yl-pentan-1-one

(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1S,2R)-1-((S)-1-benzyloxy-ethyl)-2-methyl-3-oxo-3-pyrrolidin-1-yl-propyl ester

(2R,3S,4S)-4-Benzyloxy-3-hydroxy-2-methyl-1-pyrrolidin-1-yl-pentan-1-one

(2R,3S,4R)-4-Benzyloxy-3-hydroxy-2-methyl-1-pyrrolidin-1-yl-pentan-1-one

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