Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 86745965 | HCID 86745965 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 14554283 | HCID 14554283 | 92.9% |
Reaction Steps
D-serine amide trifluoroacetate (9.0 g) was dissolved in water (12.6 ml). Under ice cooling, sodium bicarbonate (3.47 g) was added, followed by stirring for 10 minutes. The resulting mixture was added with acetonitrile (66.6 ml) to form a suspension. Under cooling at -5° C., were added a 37% aqueous solution (7.37 g) of formaldehyde and sodium cyanoborohydride (1.74 g), followed by stirring for 1 hour. An insoluble matter deposited was filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by chromatography on a column packed with alumina (450 g), thereby obtaining the target product (3.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05128465 |
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| Source dataset | uspto-grants-1992_07 |
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| ORD ID | ord-727c43b38184475a920e512d0f8ac94a |
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| Source note | uspto-grants-1992_07 |
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