HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Oxo-azetidine-1-carboxylic acid tert-butyl ester → (S)-tert-butyl 3-(2-chloro-9-methyl-6-(3-methylmorpho-lino)-9H-purin-8-yl)-3-hydroxyazetidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Oxo-azetidine-1-carboxylic acid tert-butyl ester | HCID 1519404 | — |
| Reactant | (S)-4-(2-chloro-9-methyl-6-(3-methylmorpholino)-9H-purin-8-yl)tetrahydro-2H-pyran-4-ol | HCID 58222532 | — |
| Product | (S)-tert-butyl 3-(2-chloro-9-methyl-6-(3-methylmorpho-lino)-9H-purin-8-yl)-3-hydroxyazetidine-1-carboxylate | HCID 58222522 | — |
Reaction Steps
This compound (c-1) was prepared in an analogous fashion to (S)-4-(2-chloro-9-methyl-6-(3-methylmorpholino)-9H-purin-8-yl)tetrahydro-2H-pyran-4-ol, using tert-butyl 3-oxoazetidine-1-carboxylate as the starting material. 1H NMR (CDCl3, 400 MHz) δ ppm 5.17 (broad d, 2H), 4.56 (dd, J=16.9, 9.48 Hz, 2H), 4.21 (dd, J=9.48. 2.56 Hz, 1H), 4.04 to 3.96 (m, 1H), 3.82 to 3.71 (m, 5H), 3.59 (td, J=11.6, 2.6 Hz, 1H), 3.47 (broad s, 1H), 2.02 (s, 1H), 1.43 (s, 9H), 1.40 to 1.36 (m, 4H); LC-MS (method A)=439/441 [M+H]+, RT=2.56 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288381B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-396b9dc15c4845df8db09817dc6deadc |
| Source note | uspto-grants-2012_10 |