HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butoxycarbonylalanine → Boc-AlaAlaPro-OBzl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butoxycarbonylalanine | HCID 85082 | — |
| Reactant | L-alanyl-L-proline, phenylmethyl ester, hydrochloride | HCID 13034412 | — |
| Reactant | N-[(1,1-Dimethylethoxy)carbonyl]-L-alanyl-L-proline phenylmethyl ester | HCID 13068139 | — |
| Product | Boc-AlaAlaPro-OBzl | HCID 15289361 | 36.5% |
Reaction Steps
Boc-Ala-OH (11.5 g, 48.4 mmoles) was coupled to H-AlaPro-OBzl·HCl (14.9, 47.8 mmoles) by procedures substantially similar to those described above for the preparation of Boc-AlaPro-OBzl, yielding a foam, 22 g. This product crystallized from ethyl acetate to yield Boc-AlaAlaPro-OBzl (7.8 g, mp 120°-121°) in the first crop and 11.1 g (mp 111°-117°) in a second crop. First crop-Anal. Calcd. for C23H33N3O6 (mp 120°-121°): C=61.71%, H=7.45%, N=9.39%. Found: C=61.74%, H=7.56%, and N=9.46%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04499082 |
| Source dataset | uspto-grants-1985_02 |
| ORD ID | ord-34d5c8f353b646e4bb11dd28d0c75a11 |
| Source note | uspto-grants-1985_02 |