HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-(+)-Cysteine → Boc-Cys(Dmb) Benzhydrylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-(+)-Cysteine | HCID 5862 | — |
| Reactant | Benzhydrylamine | HCID 7036 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 2-(5-Bromo-2-fluorophenyl)-3-fluoropyridine | HCID 11543587 | — |
| Reactant | Boc-Cys(Dmb) | HCID 131715716 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Boc-Cys(Dmb) Benzhydrylamine | HCID 131715715 | — |
Reaction Steps
Benzhydrylamine-resin (BHA) (20 g, 0.5-0.7 meg/g) was coupled with Boc-Cys(Dmb)-OH (13.24g, 40.7mmol) in CH2Cl2 (250 mL) with dicyclohexyl carbodiimide (DCC) (8g,) for 4 hours. The resultant Boc-Cys(Dmb)-BHA- resin was washed with CH2Cl2 (3×300mL), DMF (2×300mL), MeOH (3×300mL), CH2Cl2 (3×300mL) and dried. An aliquot was hydrolyzed (1mL of 6M propionic HCl at 130° for 2 hours). Amino acid analysis showed a substitution of 0.52 mmol of Cys per gram of resin. The remaining amino groups were acetylated with AC2 0-pyridine - yield: 28.75g
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04772547 |
| Source dataset | uspto-grants-1988_09 |
| ORD ID | ord-2710133351b5437092d6a1d6a217f890 |
| Source note | uspto-grants-1988_09 |