HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 67074171, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Tert-butyl 3-aminopropanoate hydrochloride | HCID 16218890 | — |
| Reactant | (S)-2-[Benzyloxycarbonyl-(2-oxo-ethyl)-amino]-propionic acid methyl ester | HCID 86638111 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67074171 | HCID 67074171 | — |
Reaction Steps
A solution of (S)-2-[benzyloxycarbonyl-(2-oxo-ethyl)-amino]-propionic acid methyl ester (1.25 g, 4.50 mmol) in dichloromethane (25 mL) was added at room temperature dropewise to a suspension of 3-amino-propionic acid tert-butyl ester hydrochloride (0.86 g, 4.70 mmol), triethylamine (0.66 ml, 4.70 mmol), acetic acid (0.51, 9.00 mmol), and sodium triacetoxyborohydride (1.09 g, 5.10 mmol) in dichloromethane (12.5 mL) and stirred over night. The reaction was extracted with aqueous 10% KHSO4/EtOAc (3×). The organic phases were washed with aqueous saturated NaHCO3, 10% NaCl and dried over Na2SO4 to yield after evaporation of the solvent 1.21 g (58%) of the titled compound as light yellow oil. MS: 377.3 (MH+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445674B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-7f89c700b564447fb914610c0c245f3c |
| Source note | uspto-grants-2013_05 |