HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propanoic acid, 2-[(methylsulfonyl)oxy]-, (R)- → t-butyl (4S)-1-methyl-3-[(2R)-2-(methanesulfonyloxy)-propionyl]-2-oxoimidazolidine-4carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propanoic acid, 2-[(methylsulfonyl)oxy]-, (R)- | HCID 12761548 | — |
| Reactant | tert-Butyl (4S)-1-methyl-2-oxoimidazolidine-4-carboxylate | HCID 13053976 | — |
| Product | t-butyl (4S)-1-methyl-3-[(2R)-2-(methanesulfonyloxy)-propionyl]-2-oxoimidazolidine-4carboxylate | HCID 14801858 | 75.8% |
Reaction Steps
D-lactic acid O-mesylate, namely (2R)-2-(methanesulfonyloxy)propionic acid (2.5 g) and t-butyl (4S)-1-methyl-2-oxoimidazolidine-4-carboxylate (3.42 g) were treated similarly as in Example 1 - (1), and the crude product was purified by silica gel chromatography (chloroform:ethyl acetate=1:2) and crystallized from n-hexane to give t-butyl (4S)-1-methyl-3-[(2R)-2-(methanesulfonyloxy)-propionyl]-2-oxoimidazolidine-4carboxylate (3.95 g). Yield: 75.8%., m.p.: 97°-100° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05013845 |
| Source dataset | uspto-grants-1991_05 |
| ORD ID | ord-f3ef8e98c2b44b8e806f83250b2254d7 |
| Source note | uspto-grants-1991_05 |