HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycine → Boc-(D)-Chg-Gly-OH
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycine | HCID 750 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (2R)-2-(((tert-butoxy)carbonyl)amino)-2-cyclohexylacetic acid | HCID 7014890 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | Boc-(D)-Chg-Gly-OH | HCID 131723715 | 85.1% |
Reaction Steps
8.1 g (31.5 mmol) of Boc-(D)-Chg-OH were dissolved in 100 ml of 1,2-dimethoxyethane and then, at 0° C., NHS (3.7 g, 32.0 mmol) and DCC (7.0 g, 34.0 mmol) were added. After 6 h at RT, DCH was filtered off, and a solution of 2.3 g (31.0 mml) of glycine and 2.6 g (31.0 mmol) of NaHCO3 in 350 ml of water was added to the filtrate. Stirring at RT for 24 h was followed by concentration and extraction with 5% citric acid/ethyl acetate. Concentration of the organic phase resulted in 8.2 g (85.0%) of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06495336B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-8123e690eec74f21b47b6d8239844d3b |
| Source note | uspto-grants-2002_12 |