Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexylamine | HCID 8102 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | Benzyloxycarbonyl-L-proline | HCID 101987 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131709883 | HCID 131709883 | — |
Reaction Steps
50 g (0.1 mol) of Z-Pro-OH were dissolved in 400 ml of anhydrous tetrahydrofuran, 28 ml of triethyl amide were added. The mixture was cooled to -10° and then 19.5 ml (0.2 mol) of chloroformic acid ethyl ester were added dropwise. After stirring for 10 minutes at -10°C, 96 ml (1 mol) of n-hexyl amine were added portionwise at this temperature, and the whole was stirred for another 6 hours without cooling. Subsequently it was evaporated under reduced pressure and taken up with ethyl acetate. The ethyl acetate solution was extracted with a 5 % KHSO4 -solution, saturated NaHCO3 -solution and water. After evaporating the ethyl acetate solution, dried over sodium sulfate, the product was crystallized.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03931139 |
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| Source dataset | uspto-grants-1976_01 |
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| ORD ID | ord-857b321736224bf1ba654097b97b986b |
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| Source note | uspto-grants-1976_01 |
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