Alkylation o f ethyl acetoacetate-13Cq with eth lene oxide and ethylene oxide-13C2 af Eorded 2-a~etylbutyrolactone-'~C~, (5) and the hexalabeled form (c), respectively. Treatment o f the lactone with an excess of 48% hydrobromic acid effected decarboxylation with bromide displacement t o yield 5-bro
Microcomputer-automated reactor for synthesis of 13C-labeled Monosaccharides
✍ Scribed by Ulick Stafford; Anthony S. Serianni; Arvind Varma
- Publisher
- American Institute of Chemical Engineers
- Year
- 1990
- Tongue
- English
- Weight
- 694 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0001-1541
No coin nor oath required. For personal study only.
✦ Synopsis
For less labor-intensive, larger-scale, and more efficient production of D-[ 1-13C] glucose and other labeled monosaccharides using the cyanohydrin reduction reaction, an automated reactor was designed, constructed, and tested. A suitable vessel and all ancillary and control equipment were fabricated, or otherwise obtained, and the apparatus was controlled with a microcomputer program written in BASIC. Running without manual intervention, the yields for the condensation reaction of D-arabinose with KCN and the recovery of the excess cyanide were high (>go%), and the resultant aldononitriles were reduced to product aldoses with little reduction of the intermediate imines to amines. The reduction rate could be improved by controlling pH between 2-4 and by agitation speeds >250 rpm, while no improvement resulted from the use of high hydrogen pressures [>I29 kPa (4 psig)]. Reduction reactions conducted in the presence of formic acid (to regulate pH) suggest that formic acid acted as a coreducing agent.
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