HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 2-Amino-pentanedioic acid 5-tert-butyl ester 1-ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | (2S)-2-amino-5-(tert-butoxy)-5-oxopentanoic acid | HCID 7010573 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Amino-pentanedioic acid 5-tert-butyl ester 1-ethyl ester | HCID 58703852 | — |
Reaction Steps
A dry 250 mL round-bottomed flask was charged with 2.200 g (10.800 mmol) H-Glu(O-t-Bu)-OH (41a) dissolved in 100 mL ethanol. To this was added 4.4 g (22.9 mmol) EDC and 3.2 g (23.7 mmol) HOBt. The reaction mixture was stirred at ambient temperature for 22 h. The reaction mixture was followed to completion according to the LC-MS data. The solvent was removed under reduced pressure and the resulting oil was dissolved in dichloromethane 300 mL and extracted with H2O 300 mL. The H2O-phase was adjusted to pH 9.5. The crude product was extracted into dichloromethane 400 mL, dried over NaSO4, filtrated and evaporated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07175767B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-182a3e3987f9471fb45124ab42384b52 |
| Source note | uspto-grants-2007_02 |