(2S,5S)-benzyl 2-(hydroxymethyl)-5-(3-methoxy-3-oxopropyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:(2S,5S)-benzyl 2-(hydroxymethyl)-5-(3-methoxy-3-oxopropyl)pyrrolidine-1-carboxylate
CAS No.:1357356-08-1
Molecular Formula:C₁₇H₂₃NO₅
Molecular Weight:321.373
Hs Code.:

Synonyms:(2S,5S)-benzyl 2-(hydroxymethyl)-5-(3-methoxy-3-oxopropyl)pyrrolidine-1-carboxylate

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Chemical Property of (2S,5S)-benzyl 2-(hydroxymethyl)-5-(3-methoxy-3-oxopropyl)pyrrolidine-1-carboxylate

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Technology Process of (2S,5S)-benzyl 2-(hydroxymethyl)-5-(3-methoxy-3-oxopropyl)pyrrolidine-1-carboxylate

There total 1 articles about (2S,5S)-benzyl 2-(hydroxymethyl)-5-(3-methoxy-3-oxopropyl)pyrrolidine-1-carboxylate 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: 15.0%

: (2S)-1-(benzyloxycarbonyl)-2-[(t-butyldiphenylsilyloxy)methyl]-5-[2-(methyloxycarbonyl)ethyl]pyrrolidine

: 1357356-08-1
(2S,5S)-benzyl 2-(hydroxymethyl)-5-(3-methoxy-3-oxopropyl)pyrrolidine-1-carboxylate

: 1357356-06-9
(2S,5R)-benzyl 2-(hydroxymethyl)-5-(3-methoxy-3-oxopropyl)pyrrolidine-1-carboxylate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 3h; optical yield given as %de;
DOI:10.1039/c1ob06697h

Reference yield:

: 1357356-08-1
(2S,5S)-benzyl 2-(hydroxymethyl)-5-(3-methoxy-3-oxopropyl)pyrrolidine-1-carboxylate

: C₁₇H₂₁NO₅

Guidance literature:: With sulfur trioxide pyridine complex; triethylamine; In dimethyl sulfoxide; at 0 - 20 ℃; for 0.5h;
DOI:10.1039/c1ob06697h

Reference yield:

: 1357356-08-1
(2S,5S)-benzyl 2-(hydroxymethyl)-5-(3-methoxy-3-oxopropyl)pyrrolidine-1-carboxylate

: 1357356-10-5
C₂₃H₃₃NO₄

Guidance literature:: Multi-step reaction with 2 steps

1.1: sulfur trioxide pyridine complex; triethylamine / dimethyl sulfoxide / 0.5 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 - 20 °C

2.2: 2 h / -78 °C

With n-butyllithium; sulfur trioxide pyridine complex; triethylamine; In tetrahydrofuran; hexane; dimethyl sulfoxide; 1.1: Parikh-Doering oxidation / 2.1: Wittig reaction / 2.2: Wittig reaction;
DOI:10.1039/c1ob06697h