HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → S-[4-(9-Fluorenylmethoxy)-4-oxobutyl]-L-cysteine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | L-(+)-Cysteine | HCID 5862 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Bromobutanoic Acid 9-Fluorenylmethyl Ester | HCID 14506218 | — |
| Solvent | Water ethanol | HCID 19096565 | — |
| Product | S-[4-(9-Fluorenylmethoxy)-4-oxobutyl]-L-cysteine | HCID 57303276 | 37.7% |
Reaction Steps
The title compound of example 1 (3.0 g, 8.72 mmol) was added to a solution of L-cysteine (1.0 g, 8.26 mmol) and DIEA (4.4 mL, 24.7 mmol) in EtOH-H2O (1:1, 100 mL). The resulting heterogeneous mixture was stirred vigorously at room temperature (20°-22° C.) for 18 h. The mixture was rendered acidic by the addition of 1N HCl (ph=6). The solid in the reaction mixture was collected on a filter and washed with H2O and EtOH. A suspension of the solid in EtOH (70 mL) was heated with stirring then allowed to cool. The solid in the suspension was collected on a filter, washed with EtOH, Et2O and dried to give the title compound (1.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04891358 |
| Source dataset | uspto-grants-1990_01 |
| ORD ID | ord-adce63b78ad74900b8368867dc397e00 |
| Source note | uspto-grants-1990_01 |