5-Hydroxymethylpyrrolidin-2-one
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5-Hydroxymethylpyrrolidin-2-one
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CAS No:
66673-40-3
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Formula:
C5H9NO2
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Chemical Name:
5-Hydroxymethylpyrrolidin-2-one
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Synonyms:
D-PYROGLUTAMINOL;(-)-D-PYROGLUTAMOL;(R)-5-HYDROXYMETHYL-PYRROLIDIN-2-ONE;(R)-(-)-5-(HYDROXYMETHYL)-2-PYRROLIDINONE;(R)-5-(HYDROXYMETHYL)-2-PYRROLIDINONE;(R)-(-)-5-(HYDROXYMETHYL)-2-PYRROLIDONE;(R)-(-)-2-PYRROLIDONE-5-YL-METHANOL;H-D-Pyr-ol
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CAS No:
Characteristics
49.3
-1
White to yellow Crystalline Powder or Flakes
1.2±0.1 g/cm3
83-85 °C(lit.)
147-149 °C0.06 mm Hg(lit.)
147-149°C/0.06m
1.476
-20°C Freezer, Under Inert Atmosphere
Safety Information
NONH for all modes of transport
3
36/37/38
26-36
Xi
P261-P305 + P351 + P338
H315-H319-H335
5-Hydroxymethylpyrrolidin-2-one Use and Manufacturing
Preparati -5-(hydroxymethyl)pyrrolidin-2-one (3) [0448] To a solution consisting of (i?)-methyl 5-oxopyrrolidine-2-carboxylate (intermediate 2, 13.2 g, 115 mmol) in methanol (100 mL) at 0°C was added sodium borohydride (10.5 g, 278 mmol) in portions. The reaction mixture was stirred at 0°C until completion, at which time, acetic acid (3 mL) was added. The reaction mixture was concentrated and the residue was purified on silica gel, eluting with methanol-chloroform (1 :9 v/v) to afford the title intermediate (12.9 g, 97percent) as a colorless solid; TLC R 0.33 (solvent system: 1 :9 v/v methanol-chloroform);
Serves as a building block in the synthesis of diphthamide
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