HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 70002199, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | O-(2-Oxo-1(2H)-pyridyl)-N,N,N',N'-tetramethyluronium Tetrafluoroborate | HCID 2733204 | — |
| Reactant | Benzyl N-methylglycinate--hydrogen chloride (1/1) | HCID 18618415 | — |
| Reactant | HCID 69429791 | HCID 69429791 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70002199 | HCID 70002199 | 50% |
Reaction Steps
20 g (54.4 mmol) (2S,4R)-4-(4-Methoxy-benzylsulfanyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester in 1.5 1 CH2Cl2 were treated with 6.6 ml (60 mmol, 1.1 eq) 4-methyl morpholine, 19.4 g (65.3 mmol, 1.2 eq) TPTU and 12.7 g (59.8 mmol) sarcosine benzylester-hydrochloride. The mixture was stirred at RT for 39 h, was concentrated and purified by column chromatography with EtOAc:CH2Cl2 4:1 as eluent yielding 14.2 g (50%) (2S,4R)-2-(benzyloxycarbonylmethyl-methyl-carbamoyl)-4-(4-methoxy-benzylsulfanyl)-pyrrolidine-1-carboxylic acid tert-butyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06541638B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-f17725a0371d43a6a7e8546b4d1b11dd |
| Source note | uspto-grants-2003_04 |