HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-2,2-dimethyl-4-(1-methyl-2-phenyl-vinyl)-oxazolidine-3-carboxylic acid tert-butyl ester → (S)-2-amino-3-methyl-4-phenyl-but-3-en-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-2,2-dimethyl-4-(1-methyl-2-phenyl-vinyl)-oxazolidine-3-carboxylic acid tert-butyl ester | HCID 68717187 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (S)-2-amino-3-methyl-4-phenyl-but-3-en-1-ol | HCID 68717428 | 87.4% |
Reaction Steps
A solution of (S)-2,2-dimethyl-4-(1-methyl-2-phenyl-vinyl)-oxazolidine-3-carboxylic acid tert-butyl ester (250 mg) in 4M HCl in dioxane (2 ml) was stirred at r.t. overnight. The reaction mixture was concentrated. The crude product was purified by column chromatography (silica gel; gradient: CH2Cl2->CH2Cl2/MeOH 9:1) to give (S)-2-amino-3-methyl-4-phenyl-but-3-en-1-ol (122 mg, 87%) as light yellow oil. MS (ISP): 177.9 ([M+H]+))
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604061B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-7a5939111ec940d1982c10ea330a61df |
| Source note | uspto-grants-2013_12 |