HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → 2-[([1,3]-Thiazol-2-yl)hydroxymethyl]-1-{N-[N-(tertbutyloxycarbonyl) (L)-Alanyl]-(L)-Valinyl}-(2S)-pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | (S)-2-(2-((tert-Butoxycarbonyl)amino)propanamido)acetic acid | HCID 192414 | — |
| Reactant | L-Valine, N-[(1,1-dimethylethoxy)carbonyl]-L-alanyl- | HCID 11460416 | — |
| Reactant | 2-[(Benzothiazol-2-yl)hydroxymethyl]-(2s)-pyrrolidine hydrochloride | HCID 69033602 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-[([1,3]-Thiazol-2-yl)hydroxymethyl]-1-{N-[N-(tertbutyloxycarbonyl) (L)-Alanyl]-(L)-Valinyl}-(2S)-pyrrolidine | HCID 69030757 | — |
Reaction Steps
1 eq of Boc-Ala-Val-OH or Boc-Ala-Gly-OH and 0.9 eq of 36 or 37, 1.1 eq of HOBt, and 1.1 eq of WSCD were dissolved in dry ACN. After addition of 0.9 eq of TEA the mixture was stirred overnight. The solvent was removed and the remaining oil was dissolved in ethyl acetate. The solution was washed with brine and dried.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07608577B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-df319365bea64905a18b58ff4988d414 |
| Source note | uspto-grants-2009_10 |