HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Boc-leu-chloromethylketone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (3S)-3-[(tert-Butoxycarbonyl)amino]-1-diazonio-5-methylhex-1-en-2-olate | HCID 54542344 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Boc-leu-chloromethylketone | HCID 7020822 | — |
Reaction Steps
Boc-LeuCHN2 (4.40 g, 17.2 mmoles) was dissolved in 50 mL of ether and cooled to 0°; anhydrous 3.45N ethanolic:HCl (5.22 mL, 18.0 mmoles) was added. After about 5 minutes, the resulting solution was washed with cold water, saturated aqueous sodium chloride, and was dried over anhydrous sodium sulfate. Solvent was evaporated to yield crystalline Boc-LeuCH2Cl. Product was isolated and washed with petroleum ether to yield 0.84 g (mp 65°-66°) in a first crop and 1.94 g (mp 64°-65.5°) in a second crop isolated from cold petroleum ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04582821 |
| Source dataset | uspto-grants-1986_04 |
| ORD ID | ord-fb012de6e5dd49b0a50e317f031fd54a |
| Source note | uspto-grants-1986_04 |