HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 21114343, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (5S)-N2,N2-bis(tert-Butoxycarbonyl)-5-(2,3-difluorophenyl)-6-(hydroxymethyl)-D-lysine | HCID 68432014 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21114343 | HCID 21114343 | 57.4% |
Reaction Steps
To a solution (5S)—N2,N2-bis(tert-butoxycarbonyl)-5-(2,3-difluorophenyl)-6-(hydroxymethyl)-D-lysine (180 mg, 0.37 mmol) in DCM (5 mL) were added EDC (106 mg, 0.55 mmol) and HOAT (50 mg, 0.37 mmol). After 30 min, NaHCO3 was added, the layers separated and the aqueous phase backwashed with DCM. The combined organics were dried over magnesium sulfate, filtered and concentrated and the residue purified by silica gel chromatography (0%→10% MeOH/DCM) to give the title compound (100 mg). MS 471.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745427B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-b19aad43a7f34c019eb638f9c767197c |
| Source note | uspto-grants-2010_06 |