HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 15595884, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl 2-bromopropanoate | HCID 545327 | — |
| Reactant | S-pentyl-L-cysteine ethyl ester | HCID 57063851 | — |
| Solvent | Hexamethylphosphoramide | HCID 12679 | — |
| Product | HCID 15595884 | HCID 15595884 | — |
Reaction Steps
In 20 ml of HMPA were dissolved 8.6 g of S-pentyl-L-cysteine ethyl ester and 8.2 g of 2-bromopropionic acid t-butyl ester. To the solution was added 5.5 ml of triethylamine. The solution was stirred at room temperature for 24 hours. The reaction mixture was poured into ice water, followed by extraction with ethyl acetate. The extract was sufficiently washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (a 1:2 mixture of ether and n-hexane as an eluent), producing the α-isomer of the title compound as a colorless oil from the first eluate. Yield 3.9 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04886813 |
| Source dataset | uspto-grants-1989_12 |
| ORD ID | ord-417a5016568944b1a02c5861a2684bb2 |
| Source note | uspto-grants-1989_12 |