HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylcarbodiimide → Allyl {2-(4-chlorophenyl)-1-[(2,2-diethoxyethyl)isopropylcarbamoyl]ethyl}carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylcarbodiimide | HCID 12734 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | N-(2,2-diethoxyethyl)propan-2-amine | HCID 12503262 | — |
| Reactant | 3-(4-Chlorophenyl)-2-{[(prop-2-en-1-yloxy)carbonyl]amino}propanoic acid | HCID 67339636 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Allyl {2-(4-chlorophenyl)-1-[(2,2-diethoxyethyl)isopropylcarbamoyl]ethyl}carbamate | HCID 86597579 | — |
Reaction Steps
7.8 ml of DIC are added dropwise to a solution of 5.7 g of 2-allyloxycarbonylamino-3-(4-chlorophenyl)propionic acid, 3.5 g of (2,2-diethoxyethyl)isopropylamine, 6.8 g of HOAt in 30 ml of DMF and the solution is stirred for 12 h. The reaction solution is concentrated under reduced pressure and purified by flash chromatography on silica gel (eluent ethyl acetate/n-heptane=1/3). The desired product is obtained with MW=440.97 (calculated monoisotopic); measured value (M+H)+: 441.15
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07994168B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-af216829cb204b0da80e52d72bb2306c |
| Source note | uspto-grants-2011_08 |