(S)-benzyl 2-((2S,3S)-3-Hydroxy-5-oxotetrahydrofuran-2-yl)-pyrrolidine-1-carboxylate

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Chemical Name:(S)-benzyl 2-((2S,3S)-3-Hydroxy-5-oxotetrahydrofuran-2-yl)-pyrrolidine-1-carboxylate
CAS No.:1404101-13-8
Molecular Formula:C₁₆H₁₉NO₅
Molecular Weight:305.331
Hs Code.:

Synonyms:(S)-benzyl 2-((2S,3S)-3-Hydroxy-5-oxotetrahydrofuran-2-yl)-pyrrolidine-1-carboxylate

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Chemical Property of (S)-benzyl 2-((2S,3S)-3-Hydroxy-5-oxotetrahydrofuran-2-yl)-pyrrolidine-1-carboxylate

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Technology Process of (S)-benzyl 2-((2S,3S)-3-Hydroxy-5-oxotetrahydrofuran-2-yl)-pyrrolidine-1-carboxylate

There total 3 articles about (S)-benzyl 2-((2S,3S)-3-Hydroxy-5-oxotetrahydrofuran-2-yl)-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: 66.0%

: 1357176-71-6
(S,E)-benzyl 2-(4-methoxy-4-oxobut-1-enyl)pyrrolidine-1-carboxylate

: 1404101-13-8
(S)-benzyl 2-((2S,3S)-3-Hydroxy-5-oxotetrahydrofuran-2-yl)-pyrrolidine-1-carboxylate

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; at 25 ℃; for 48h;
DOI:10.1021/jo301967w

Reference yield:

: 1357176-72-7
(S,E)-benzyl 2-(4-diazo-3-oxobut-1-en-1-yl)pyrrolidine-1-carboxylate

: 1404101-13-8
(S)-benzyl 2-((2S,3S)-3-Hydroxy-5-oxotetrahydrofuran-2-yl)-pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: methanol / 4 h / 25 °C / Irradiation

2: 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone; water / 48 h / 25 °C

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In methanol; water; acetone;
DOI:10.1021/jo301967w

Reference yield:

: 71461-30-8
(S)-2-formylpyrrolidine-1-carboxylic acid benzyl ester

: 1404101-13-8
(S)-benzyl 2-((2S,3S)-3-Hydroxy-5-oxotetrahydrofuran-2-yl)-pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: methanol / 4 h / 25 °C / Irradiation

3.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone; water / 48 h / 25 °C

With osmium(VIII) oxide; sodium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; water; acetone; mineral oil;
DOI:10.1021/jo301967w