Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | N-(Phenylacetyl)-L-serine | HCID 13817628 | — |
| Product | HCID 86738444 | HCID 86738444 | — |
Reaction Steps
N-Phenylacetyl-L-serine (8.8 g), 1-hydroxybenzotriazole hydrate (6.03 g) and o-benzylhydroxylamine (4.84 g) are dissolved in tetrahydrofuran (450 ml) and chilled to 0° C. A solution of dicyclohexylcarbodiimide (8.1 g), in tetrahydrofuran (50 ml) is added over a 0.5 hour period. The reaction is allowed to warm to 26° C. and stir for about 16 hours. The mixture is filtered, and the filtrate concentrated under reduced pressure to a semi-solid residue. The addition of ethyl acetate (50 ml) causes crystallization. The solids are collected and dried (6.9 g, melting point 150°-151° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04337197 |
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| Source dataset | uspto-grants-1982_06 |
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| ORD ID | ord-2dc3c673799a41ff84bf2350a9920db8 |
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| Source note | uspto-grants-1982_06 |
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