HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-(tert-Butoxyacetyl)-D-phenylalanyl-N-(2-{[(tert-butoxycarbonyl)amino]methyl}-5-chlorobenzyl)-L-prolinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | Boc-D-phe-pro-OH | HCID 1797945 | — |
| Reactant | Tert-butyl 2-(aminomethyl)-4-chlorobenzylcarbamate | HCID 11149921 | — |
| Product | N-(tert-Butoxyacetyl)-D-phenylalanyl-N-(2-{[(tert-butoxycarbonyl)amino]methyl}-5-chlorobenzyl)-L-prolinamide | HCID 69939891 | — |
Reaction Steps
To a solution of tert-Butyl 2-(aminomethyl)-4-chlorobenzylcarbamate (0.14 mmol, 37 mg), EDC (0.21 mmol, 40 mg), and Boc-D-Phe-Pro-OH (0.14 mmol, 50 mg), in 0.5 mL dimethylformamide, was added HOAT (0.15 mmol, 21 mg). The solution was stirred overnight and purified by prep HPLC to give N-(tert-Butoxyacetyl)-D-phenylalanyl-N-(2-{[(tert-butoxycarbonyl)amino]methyl}-5-chlorobenzyl)-L-prolinamide. Mass Spec ES (M+1)=615.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06515011B2 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-2ed7789c584847d9a31369e434f6a513 |
| Source note | uspto-grants-2003_02 |