(3S,4S,5S)-3-hydroxy-4-hydroxymethyl-1-(4-methoxyphenyl)-5-phenylpropargyl-2-pyrrolidinone

Base Information

Chemical Name:(3S,4S,5S)-3-hydroxy-4-hydroxymethyl-1-(4-methoxyphenyl)-5-phenylpropargyl-2-pyrrolidinone
CAS No.:321887-26-7
Molecular Formula:C₂₀H₁₉NO₄
Molecular Weight:337.375
Hs Code.:

Synonyms:(3S,4S,5S)-3-hydroxy-4-hydroxymethyl-1-(4-methoxyphenyl)-5-phenylpropargyl-2-pyrrolidinone

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Chemical Property of (3S,4S,5S)-3-hydroxy-4-hydroxymethyl-1-(4-methoxyphenyl)-5-phenylpropargyl-2-pyrrolidinone

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Technology Process of (3S,4S,5S)-3-hydroxy-4-hydroxymethyl-1-(4-methoxyphenyl)-5-phenylpropargyl-2-pyrrolidinone

There total 5 articles about (3S,4S,5S)-3-hydroxy-4-hydroxymethyl-1-(4-methoxyphenyl)-5-phenylpropargyl-2-pyrrolidinone 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%

: 173095-49-3
(3S,4R,5S)-4-ethoxycarbonyl-3-hydroxy-1-(4-methoxyphenyl)-5-phenylpropargyl-2-pyrrolidinone

: 321887-26-7
(3S,4S,5S)-3-hydroxy-4-hydroxymethyl-1-(4-methoxyphenyl)-5-phenylpropargyl-2-pyrrolidinone

Guidance literature:: With sodium tetrahydroborate; lithium chloride; In diethylene glycol dimethyl ether; at 20 ℃; for 24h;
DOI:10.1021/jo0012187

Reference yield: 18.0%

: (3R,4S)-4-Hydroxy-1-(4-methoxy-phenyl)-5-oxo-2-phenylethynyl-pyrrolidine-3-carboxylic acid ethyl ester

: 321887-26-7
(3S,4S,5S)-3-hydroxy-4-hydroxymethyl-1-(4-methoxyphenyl)-5-phenylpropargyl-2-pyrrolidinone

: (3S,4S,5R)-3-Hydroxy-4-hydroxymethyl-1-(4-methoxy-phenyl)-5-phenylethynyl-pyrrolidin-2-one

Guidance literature:: With lithium borohydride; In diethylene glycol dimethyl ether;
DOI:10.1016/0040-4039(95)01818-3

Reference yield:

: 106318-93-8
phenylpropargylidene p-anisidine

: 321887-26-7
(3S,4S,5S)-3-hydroxy-4-hydroxymethyl-1-(4-methoxyphenyl)-5-phenylpropargyl-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 2 steps

1.1: HMDS; n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 47 percent / tetrahydrofuran / 1.5 h / -78 - 0 °C

2.1: 91 percent / NaBH₄; LiCl / bis-(2-methoxy-ethyl) ether / 24 h / 20 °C

With sodium tetrahydroborate; n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; lithium chloride; In tetrahydrofuran; hexane; diethylene glycol dimethyl ether;
DOI:10.1021/jo0012187