Practical synthesis of (R)-γ-amino-β-hydroxybutanoic acid (GABOB) from (R)-epichlorohydrin
✍ Scribed by Seiichi Takano; Masashi Yanase; Yoshinori Sekiguchi; Kunio Ogasawara
- Publisher
- Elsevier Science
- Year
- 1987
- Tongue
- French
- Weight
- 133 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
An efficient synthesis of both enantiomers of g-amino-b-hydroxypropylphosphonic acid, an analogue of GABOB, has been achieved for the first time starting from glycine, through the resolution of dimethyl (±)-3-(N,N-dibenzylamino)-2-hydroxypropylphosphonate 7 with (S)-O-methylmandelic acid.
The benzyl esters 1 ± 3 of oligo[(R)-3-hydroxybutanoic acids] (OHB) containing 2, 16, or 32 HB units were coupled at the hydroxy terminus with arginine (by esterification with carbodiimide), with glucose (by acetalization with glucosyl trichloroacetimidate), and with 7-(dimethylamino)coumarin-4-acet
## Abstract Enzymatic resolution of racemic 3‐hydroxy‐4‐(tosyloxy)butanenitrile ((±)‐**5**) by using various lipases in different solvents were studied. The obtained optically pure (3__R__)‐3‐(acetyloxy)‐4‐(tosyloxy)butanenitrile ((__R__)‐**6**), upon treatment with aqueous ammonia followed by conc