(S)-2-[(2S,3S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-hydroxy-3-phenyl-pentanoyl]-pyrazolidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester

Base Information

Chemical Name:(S)-2-[(2S,3S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-hydroxy-3-phenyl-pentanoyl]-pyrazolidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester
CAS No.:635291-78-0
Molecular Formula:C₃₂H₃₁N₃O₈
Molecular Weight:585.613
Hs Code.:

(S)-2-[(2S,3S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-hydroxy-3-phenyl-pentanoyl]-pyrazolidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester

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Chemical Property of (S)-2-[(2S,3S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-hydroxy-3-phenyl-pentanoyl]-pyrazolidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester

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Technology Process of (S)-2-[(2S,3S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-hydroxy-3-phenyl-pentanoyl]-pyrazolidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester

There total 6 articles about (S)-2-[(2S,3S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-hydroxy-3-phenyl-pentanoyl]-pyrazolidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester 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:

: 635291-70-2
methyl 1-benzyloxycarbonyl-2-[2-(1,3-di-oxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenylpent-4-enoyl]pyrazolidine-3-carboxylate

: 635291-78-0
(S)-2-[(2S,3S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-hydroxy-3-phenyl-pentanoyl]-pyrazolidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester

Guidance literature:: methyl 1-benzyloxycarbonyl-2-[2-(1,3-di-oxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenylpent-4-enoyl]pyrazolidine-3-carboxylate; With diisoamyl borane; In tetrahydrofuran; at 0 - 20 ℃;

With dihydrogen peroxide; sodium acetate; In tetrahydrofuran; at 20 ℃; for 8h;
DOI:10.1016/j.tet.2003.09.027

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 635291-78-0
(S)-2-[(2S,3S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-hydroxy-3-phenyl-pentanoyl]-pyrazolidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium cyanoborohydride; acetic acid / 1 h / 20 °C

1.2: 29 percent / triethylamine / CH₂Cl₂ / 2 h / 20 °C

2.1: 74 percent / methanol; CH₂Cl₂ / 0 - 20 °C

3.1: 230 mg / sodium hydrogen carbonate / toluene; H₂O / 20 °C

4.1: diisoamylborane / tetrahydrofuran / 0 - 20 °C

4.2: hydrogen peroxide; sodium acetate / tetrahydrofuran / 8 h / 20 °C

With diisoamyl borane; sodium cyanoborohydride; sodium hydrogencarbonate; acetic acid; In tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1016/j.tet.2003.09.027

Reference yield:

: 635291-66-6
3-methyl 1-(phenylmethyl) (3S)-1,3-pyrazolidinedicarboxylate

: 635291-78-0
(S)-2-[(2S,3S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-hydroxy-3-phenyl-pentanoyl]-pyrazolidine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 230 mg / sodium hydrogen carbonate / toluene; H₂O / 20 °C

2.1: diisoamylborane / tetrahydrofuran / 0 - 20 °C

2.2: hydrogen peroxide; sodium acetate / tetrahydrofuran / 8 h / 20 °C

With diisoamyl borane; sodium hydrogencarbonate; In tetrahydrofuran; water; toluene;
DOI:10.1016/j.tet.2003.09.027