HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Methylpyrrolidin-3-ol → HCID 89538970, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Methylpyrrolidin-3-ol | HCID 14578458 | — |
| Reactant | 3-Benzyl-5-tert-butyl-7-chloro-triazolo[4,5-d]pyrimidine | HCID 86683385 | — |
| Reactant | (R)-1-(3-Benzyl-5-tert-butyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-pyrrolidin-3-ol | HCID 86683386 | — |
| Product | HCID 89538970 | HCID 89538970 | — |
| Product | HCID 89538973 | HCID 89538973 | — |
| Product | (R)-1-(3-benzyl-5-tert-butyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-3-methylpyrrolidin-3-ol | HCID 89539042 | — |
Reaction Steps
In analogy to the procedure described for the synthesis of (R)-1-(3-Benzyl-5-tert-butyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-pyrrolidin-3-ol (example 113, a) the title compound was prepared from 3-benzyl-5-tert-butyl-7-chloro-triazolo[4,5-d]pyrimidine and 3-Methyl-pyrrolidin-3-ol and subjected to separation by chiral HPLC to yield (S)-1-(3-benzyl-5-tert-butyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-3-methylpyrrolidin-3-ol and (R)-1-(3-benzyl-5-tert-butyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-3-methylpyrrolidin-3-ol. The enantiopure intermediates where isolated with 39% and 36% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067943B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-a90d477f97e24abdaa46b49ce2f605e9 |
| Source note | uspto-grants-2015_06 |