HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetramethyl orthocarbonate → HCID 178501366, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetramethyl orthocarbonate | HCID 74613 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | (R)-2-(3,4-diamino-5-methyl-phenyl)-1-methoxycarbonyl-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate | HCID 68676807 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178501366 | HCID 178501366 | — |
Reaction Steps
A solution of 1.00 g (2.02 mmol) (R)-2-(3,4-diamino-5-methyl-phenyl)-1-methoxycarbonyl-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate (Example 4a), 2.0 mL (15.0 mmol) tetramethoxymethane and 40 mg p-toluenesulphonic acid-monohydrate in 20 mL MeOH was refluxed for 1 h. The mixture was evaporated down i.vac. and the residue was purified by chromatography (Alox, activity stage II-III, DCM/MeOH 20:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07696209B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-4081c86e7d524bd2821256520c9f5d26 |
| Source note | uspto-grants-2010_04 |