HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Tyrosine, N-(1,1-dimethylethoxy)carbonyl- → (R)-2-Amino-1-(3-chlorophenyl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Tyrosine, N-(1,1-dimethylethoxy)carbonyl- | HCID 117439 | — |
| Reactant | 2-Amino-1-(3-chlorophenyl)ethan-1-ol | HCID 3751601 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | (R)-2-Amino-1-(3-chlorophenyl)ethanol | HCID 9920489 | 28.7% |
Reaction Steps
The concentrate (3.38 g) containing 15.0 mmol of 2-amino-1-(3-chlorophenyl)ethanol obtained in the same manner as in Example 295 was added to 20 ml of n-butanol and dissolved at 50° C. The mixture was added with 20 ml of n-butanol containing 2.10 g (7.5 mmol) of N-t-butoxycarbonyl-L-tyrosine (hereinafter briefly referred to as Boc-L-Tyr) with stirring slowly to separate crystals. After cooling to room temperature, the crystals were isolated by filtration to afford 1.95 g (4.31 mmol) of (R)-2-amino-1-(3-chlorophenyl)ethanol.Boc-L-Tyr salt The yield based on the concentrate was 58.2%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05629200 |
| Source dataset | uspto-grants-1997_05 |
| ORD ID | ord-5117e7284b424b61a4a95b55ef2f9cb4 |
| Source note | uspto-grants-1997_05 |