di-tert-butyl (2S,3S,4S)-3-(2-(tert-butoxy)-2-oxoethyl)-4-(5-(3-hydroxyprop-1-yn-1-yl)-2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate

Base Information

Chemical Name:di-tert-butyl (2S,3S,4S)-3-(2-(tert-butoxy)-2-oxoethyl)-4-(5-(3-hydroxyprop-1-yn-1-yl)-2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate
CAS No.:1532519-01-9
Molecular Formula:C₃₀H₄₃NO₈
Molecular Weight:545.673
Hs Code.:

Synonyms:di-tert-butyl (2S,3S,4S)-3-(2-(tert-butoxy)-2-oxoethyl)-4-(5-(3-hydroxyprop-1-yn-1-yl)-2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate

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Chemical Property of di-tert-butyl (2S,3S,4S)-3-(2-(tert-butoxy)-2-oxoethyl)-4-(5-(3-hydroxyprop-1-yn-1-yl)-2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate

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Technology Process of di-tert-butyl (2S,3S,4S)-3-(2-(tert-butoxy)-2-oxoethyl)-4-(5-(3-hydroxyprop-1-yn-1-yl)-2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate

There total 7 articles about di-tert-butyl (2S,3S,4S)-3-(2-(tert-butoxy)-2-oxoethyl)-4-(5-(3-hydroxyprop-1-yn-1-yl)-2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate 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: 97.0%

: 1532519-00-8
di-tert-butyl (2S,3S,4S)-3-(2-(tert-butoxy)-2-oxoethyl)-4-(5-iodo-2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate

: 107-19-7
propargyl alcohol

: 1532519-01-9
di-tert-butyl (2S,3S,4S)-3-(2-(tert-butoxy)-2-oxoethyl)-4-(5-(3-hydroxyprop-1-yn-1-yl)-2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In acetonitrile; at 20 ℃; for 1h; Sonication;
DOI:10.1021/ol403434e

Reference yield:

: 1532518-97-0
C₂₂H₃₃NO₅

: 1532519-01-9
di-tert-butyl (2S,3S,4S)-3-(2-(tert-butoxy)-2-oxoethyl)-4-(5-(3-hydroxyprop-1-yn-1-yl)-2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 2 h / 20 °C

2: potassium tert-butylate; tert-butyl alcohol / benzene / 1 h / 0 - 20 °C

3: iodine; silver nitrate / acetonitrile / 2 h / 20 - 60 °C

4: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / acetonitrile / 1 h / 20 °C / Sonication

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium tert-butylate; iodine; silver nitrate; triethylamine; tert-butyl alcohol; In dichloromethane; acetonitrile; benzene; 4: |Sonogashira Cross-Coupling;
DOI:10.1021/ol403434e

Reference yield:

: 1532518-99-2
di-tert-butyl (2S,3S,4S)-3-(2-(tert-butoxy)-2-oxoethyl)-4-(2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate

: 1532519-01-9
di-tert-butyl (2S,3S,4S)-3-(2-(tert-butoxy)-2-oxoethyl)-4-(5-(3-hydroxyprop-1-yn-1-yl)-2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: iodine; silver nitrate / acetonitrile / 2 h / 20 - 60 °C

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / acetonitrile / 1 h / 20 °C / Sonication

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; iodine; silver nitrate; triethylamine; In acetonitrile; 2: |Sonogashira Cross-Coupling;
DOI:10.1021/ol403434e