methyl (3S)-2-[(2S,3S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenyl-5-oxopentanoyl]-1-benzyloxycarbonylpyrazolidine-3-carboxylate

Base Information

Chemical Name:methyl (3S)-2-[(2S,3S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenyl-5-oxopentanoyl]-1-benzyloxycarbonylpyrazolidine-3-carboxylate
CAS No.:635291-76-8
Molecular Formula:C₃₂H₂₉N₃O₈
Molecular Weight:583.598
Hs Code.:

Synonyms:methyl (3S)-2-[(2S,3S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenyl-5-oxopentanoyl]-1-benzyloxycarbonylpyrazolidine-3-carboxylate

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Chemical Property of methyl (3S)-2-[(2S,3S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenyl-5-oxopentanoyl]-1-benzyloxycarbonylpyrazolidine-3-carboxylate

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Technology Process of methyl (3S)-2-[(2S,3S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenyl-5-oxopentanoyl]-1-benzyloxycarbonylpyrazolidine-3-carboxylate

There total 7 articles about methyl (3S)-2-[(2S,3S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenyl-5-oxopentanoyl]-1-benzyloxycarbonylpyrazolidine-3-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:

: 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

: 635291-76-8
methyl (3S)-2-[(2S,3S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenyl-5-oxopentanoyl]-1-benzyloxycarbonylpyrazolidine-3-carboxylate

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/j.tet.2003.09.027

Reference yield:

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

: 635291-76-8
methyl (3S)-2-[(2S,3S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenyl-5-oxopentanoyl]-1-benzyloxycarbonylpyrazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 5 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

5.1: 115 mg / Dess-Martin reagent / CH₂Cl₂ / 4 h / 20 °C

With diisoamyl borane; sodium cyanoborohydride; sodium hydrogencarbonate; Dess-Martin periodane; 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

: 635291-76-8
methyl (3S)-2-[(2S,3S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenyl-5-oxopentanoyl]-1-benzyloxycarbonylpyrazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 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

3.1: 115 mg / Dess-Martin reagent / CH₂Cl₂ / 4 h / 20 °C

With diisoamyl borane; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1016/j.tet.2003.09.027