(2S,3S,4S)-4-Benzyl-3-tert-butoxycarbonylmethyl-4-carboxy-2-hydroxymethyl-5-oxopyrrolidine

Base Information

Chemical Name:(2S,3S,4S)-4-Benzyl-3-tert-butoxycarbonylmethyl-4-carboxy-2-hydroxymethyl-5-oxopyrrolidine
CAS No.:204929-82-8
Molecular Formula:C₁₉H₂₅NO₆
Molecular Weight:363.411
Hs Code.:

Synonyms:(2S,3S,4S)-4-Benzyl-3-tert-butoxycarbonylmethyl-4-carboxy-2-hydroxymethyl-5-oxopyrrolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S,4S)-4-Benzyl-3-tert-butoxycarbonylmethyl-4-carboxy-2-hydroxymethyl-5-oxopyrrolidine

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Technology Process of (2S,3S,4S)-4-Benzyl-3-tert-butoxycarbonylmethyl-4-carboxy-2-hydroxymethyl-5-oxopyrrolidine

There total 6 articles about (2S,3S,4S)-4-Benzyl-3-tert-butoxycarbonylmethyl-4-carboxy-2-hydroxymethyl-5-oxopyrrolidine 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: 99.0%

: 204929-80-6
(2S,3S,4S)-4-Benzyl-3-tert-butoxycarbonylmethyl-4-ethoxycarbonyl-2-hydroxymethyl-5-oxopyrrolidine

: 204929-82-8
(2S,3S,4S)-4-Benzyl-3-tert-butoxycarbonylmethyl-4-carboxy-2-hydroxymethyl-5-oxopyrrolidine

Guidance literature:: With sodium hydroxide; In ethanol; at 20 ℃; for 5h;
DOI:10.1039/b002001j

Reference yield:

: 204929-73-7
(2R,5S,6S,7S)-7-Benzyl-6-tert-butoxycarbonylmethyl-7-ethoxycarbonyl-3-oxa-8-oxo-2-phenyl-1-azabicyclo[3.3.0]octane

: 204929-82-8
(2S,3S,4S)-4-Benzyl-3-tert-butoxycarbonylmethyl-4-carboxy-2-hydroxymethyl-5-oxopyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

2: 99 percent / aq. NaOH / ethanol / 5 h / 20 °C

With sodium hydroxide; trifluoroacetic acid; In ethanol; dichloromethane; 1: Ring cleavage / 2: Hydrolysis;
DOI:10.1039/b002001j

Reference yield:

: 204929-66-8
(2R,5S,6S)-7-Ethoxycarbonyl-6-tert-butoxycarbonylmethyl-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane

: 204929-82-8
(2S,3S,4S)-4-Benzyl-3-tert-butoxycarbonylmethyl-4-carboxy-2-hydroxymethyl-5-oxopyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 0 °C

1.2: 34 percent / tetrahydrofuran / 14 h / Heating

2.1: 86 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

3.1: 99 percent / aq. NaOH / ethanol / 5 h / 20 °C

With sodium hydroxide; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; 1.1: Metallation / 1.2: Alkylation / 2.1: Ring cleavage / 3.1: Hydrolysis;
DOI:10.1039/b002001j