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2,5-Dioxopyrrolidin-1-yl octanoate

2,5-Dioxopyrrolidin-1-yl octanoate Structure
CAS No.
14464-30-3
Chemical Name:
2,5-Dioxopyrrolidin-1-yl octanoate
Synonyms
Eliglustat Impurity 11;Eliglustat intermediate 6;2,5-dioxopyrrolidin-1-yl octanoate;Octanoic acid-N-succinimidyl ester;1-(Octanoyloxy)-2,5-pyrrolidinedione;Caprylic acid-N-hydroxysuccinimide ester;Octanoic acid N-hydroxy succinimide ester;Octanoic acid, 2,5-dioxo-1-pyrrolidinyl ester;Octanoic acid 2,5-dioxo-pyrrolidin-1-yl ester;N-(Octanoyloxy)succinimide, N-Succinimidyl caprylate, N-Succinimidyl octanoate
CBNumber:
CB9497580
Molecular Formula:
C12H19NO4
Molecular Weight:
241.28
MOL File:
14464-30-3.mol
Modify Date:
2023/10/30 14:43:20

2,5-Dioxopyrrolidin-1-yl octanoate Properties

Melting point 61-63 °C
Boiling point 333.2±25.0 °C(Predicted)
Density 1.13±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,2-8°C

SAFETY

Risk and Safety Statements

Safety Statements  22-24/25

2,5-Dioxopyrrolidin-1-yl octanoate Chemical Properties,Uses,Production

Uses

(2,5-Dioxopyrrolidin-1-yl) Octanoate is used in preparation of eliglustat and tartrate thereof.

Preparation

N-hydroxysuccinimide (Aldrich, 20.0 g, 173 mmol) and triethyl amine (29 mL, 208 mmol) were dissolved in methylene chloride in an ice bath under nitrogen. Octanoyl chloride (Aldrich, 35 mL, 205 mmol) was added dropwise over a period of 0.5 hours. The ice bath was then removed, and the resulting solution containing a white solid was stirred for 1 hour at room temperature. The white solid was separated by filtration, and the filtrate was subsequently washed with water (100 mL) and saturated aqueous sodium bicarbonate (100 mL). The organic layer was then dried using sodium sulfate, filtered, and heptane (100 mL) was added. The resulting solution was subjected to rotoevaporation to remove most of the methylene chloride, resulting in the formation of a colorless to white flaky precipitate in heptane. The precipitate was filtered and washed with heptane. After drying, 2,5-Dioxopyrrolidin-1-yl octanoate was obtained in a yield of 84%.
CAPRYLIC ACID N-SUCCINIMIDYL ESTER

2,5-Dioxopyrrolidin-1-yl octanoate Preparation Products And Raw materials

Raw materials

Preparation Products

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Caprylic acid-N-hydroxysuccinimide ester N-(Octanoyloxy)succinimide, N-Succinimidyl caprylate, N-Succinimidyl octanoate Eliglustat intermediate 6 2,5-dioxopyrrolidin-1-yl octanoate 1-(Octanoyloxy)-2,5-pyrrolidinedione Octanoic acid-N-succinimidyl ester Octanoic acid 2,5-dioxo-pyrrolidin-1-yl ester Octanoic acid, 2,5-dioxo-1-pyrrolidinyl ester Eliglustat Impurity 11 Octanoic acid N-hydroxy succinimide ester 14464-30-3