HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 10901517, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | (2S)-2-(((tert-butoxy)carbonyl)amino)-4-phenylbutanoic acid | HCID 7018726 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 10901517 | HCID 10901517 | 79% |
Reaction Steps
N-Methylmorpholine (7.2 g, 72 mmol) and isobutyl chlorocarbonate (9.8 g, 72 mmol) were added to a solution of Boc-L-homophenylalanine (20 g, 72 mmol) in dimethoxyethane (100 mL) under ice-cold conditions. After one hour stirring, the reaction solution was filtered, and the filtrate was cooled in an ice bath. Thereafter, an aqueous solution (10 mL) of sodium borohydride (4.1 g, 107 mmol) was added thereto, followed by further addition of water (300 mL). The resulting precipitate was collected by filtration and washed with water and methanol to yield N-(tert-butoxycarbonyl)-L-homophenylalaninol (15 g, 79%) as a colorless crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371359B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-5648c995f84344ba9a50d094a40f0f23 |
| Source note | uspto-grants-2016_06 |