HuagongsheHuagongshe Chemistry Print Report · For research reference only
Buprenorphine component OF alks-5461 → 7alpha-[(2S)-3,3-dimethyl-2-hydroxybutan-2-yl]-4,5alpha-epoxy-3,6-dihydroxy-17-methyl-6alpha,14alpha-ethanomorphinan
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Buprenorphine component OF alks-5461 | HCID 9848990 | — |
| Reactant | 17-cyclopropylmethyl-7alpha-[(2S)-3,3-dimethyl-2-hydroxybutan-2-yl]-4,5alpha-epoxy-3,6-dihydroxy-6alpha,14alpha-ethanomorphinan | HCID 86711659 | — |
| Product | 7alpha-[(2S)-3,3-dimethyl-2-hydroxybutan-2-yl]-4,5alpha-epoxy-3,6-dihydroxy-17-methyl-6alpha,14alpha-ethanomorphinan | HCID 86711666 | 82.5% |
Reaction Steps
Compound 21 was synthesized similar to the procedure described in Example 1 for the preparation of compound 2 using compound 20 rather than compound 1. After isolation, 3.76 g of compound 21 (82.5%) was obtained with a purity of 92.7% as an off-white solid A sample was further purified by column chromatography to afford compound 21 in >99% purity as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315514B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-6923c86e02c0440fb666a0c68ae0e7a3 |
| Source note | uspto-grants-2016_04 |