HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Hydroxysuccinimide → L-Valine, N-((phenylmethoxy)carbonyl)-, 2,5-dioxo-1-pyrrolidinyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Reactant | N-Carbobenzoxy-L-valine | HCID 726987 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | L-Valine, N-((phenylmethoxy)carbonyl)-, 2,5-dioxo-1-pyrrolidinyl ester | HCID 853556 | 85.1% |
Reaction Steps
A suspension of 3.40 g (13.5 mmol) of Cbz-valine and 1.56 g (13.5 mmol) of N-hydroxysuccinimide in 200 ml of dichloromethane was treated with 2.86 g (14.9 mmol) of N-ethyl-N'-(dimethylaminopropyl) carbodiimide hydrochloride and stirred at ambient temperature for 4 h. The resulting solution was washed sequentially with 10% citric acid, aqueous NaHCO3, and water; dried over Na2SO4, and concentrated in vacuo to provide 4.00 g (85%) of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05670675 |
| Source dataset | uspto-grants-1997_09 |
| ORD ID | ord-387d33c3be4a4181918d183819916a5d |
| Source note | uspto-grants-1997_09 |