HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → [(S)-1-{[(5-Chloro-thiophene-2-carbonyl)-amino]-methyl}-2-((S)-3-methyl-morpholin-4-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | (S)-2-tert-Butoxycarbonylamino-3-[(5-chloro-thiophene-2-carbonyl)-amino]-propionic acid | HCID 67155372 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [(S)-1-{[(5-Chloro-thiophene-2-carbonyl)-amino]-methyl}-2-((S)-3-methyl-morpholin-4-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester | HCID 67155152 | — |
Reaction Steps
Intermediate 1 from step 1.1 was dissolved in 10 ml DCM and (3S)-methyl morpholine hydrochloride (276 mg, 2 mmol) was added followed by DIPEA (1.4 ml, 8 mmol) and HATU (761 mg, 2 mmol). After 1 h stirring at RT the reaction mixture was evaporated to dryness and the product was isolated by preparative HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08378092B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-ac492dcbbbb345ee88ccb870378d2dc7 |
| Source note | uspto-grants-2013_02 |