Methyl (S)-aminobutyrate hydrochloride…..Levetiracetam intermediate
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- (s)-2-aminobutyric Acid Methyl Ester
- CAS No.: 15399-22-1
PATENT
http://www.google.im/patents/WO2003014080A2?cl=en
(S)-amino butyric acid
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Step 1 – Synthesis of methyl (S)-aminobutyrate hydrochloride
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……………………………(23) …………………………………………………….(24)
5.0g of (S)-amino butyric acid (23) was suspended in 50 ml of methanol and stirred at 0-5°C. 6.35g of thionyl chloride was added dropwise over 45 min to form a clear solution. After stirring for 20 hours at room temperature, the reaction was concentrated under reduced pressure to dryness and the almost colourless residue solidified to give the required product which was dried in an oven at 50°C under vacuum (7.6g; 102% crude yield). The same reaction was scaled-up from 200g of the amino acid and provided 296g (99.5% yield) of product (24). Analysis gave the following results:
1H NMR (DMSO-de) : d 0.94 (3H, t) 1.88 (2H, q) 3.75 (3H, s) 3,9 (1H, m) 8,8
(3H, m). m.p. : 107°C-110°C IR : 2876 cm 1, 1742 cm 1.
TLC : Si02, 20%MeOH/80%EtOAc/ l%NH OH, UV & IR. (TLC is an abbreviation for thin layer chromatography).
1H NMR PREDICT
13C PREDICT
P.S. : The views expressed are my personal and in no-way suggest the views of the professional body or the company that I represent.
P.S. : The views expressed are my personal and in no-way suggest the views of the professional body or the company that I represent.
P.S. : The views expressed are my personal and in no-way suggest the views of the professional body or the company that I represent.
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amcrasto@gmail.comFiled under: PROCESS, spectroscopy Tagged: intermediate, LEVETIRACETAM, Methyl (S)-aminobutyrate hydrochloride
