HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → Cbz-Asp(O-tBu) Indanylglycine Val-OAllyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 4-tert-Butyl hydrogen N-((phenylmethoxy)carbonyl)-L-aspartate | HCID 111082 | — |
| Reactant | Indanylglycine Val-OAllyl | HCID 131731717 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Cbz-Asp(O-tBu) Indanylglycine Val-OAllyl | HCID 131731718 | 66.2% |
Reaction Steps
Indanylglycine-Val-OAllyl (0.46 g, 1.3 mmol) and Z-L-Asp(OtBu)-OH (0.425 g, 1.3 mmol) were solvated in CH2Cl2 (4.5 mL) followed by addition of 4-methylmorpholine (1.45 mL, 1.01 eq), DMAP (14 mg, 0.09 eq) then EDC (0.251 g, 1.01 eq). The mixture was stirred for 1 hour 40 min. Then it was extracted using CH2Cl2/brine. The organic layer was dried over MgSO4, concentrates and purified by silica using a gradient of EtOAc/Hexane (10 to 80%) to get 0.578 g of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08791235B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-4b2a8d836e8d469781ca961e9fadd121 |
| Source note | uspto-grants-2014_07 |