HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2358895Generated: October 30, 2026
Diisopropylcarbodiimide → HCID 131731276, compound
https://huagongshe.com/reaction/2358895
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylcarbodiimide | HCID 12734 | — |
| Reactant | Tert-butoxycarbonylalanine | HCID 85082 | — |
| Reactant | HCID 131731275 | HCID 131731275 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131731276 | HCID 131731276 | 75% |
Reaction Steps
BOC-L-alanine (117.0 mg, 0.618 mmol) and DMAP (94.0 mg, 0.772 mmol) were taken up in dichloromethane and then diisopropylcarbodiimide (52.6 μL, 0.340 mmol) was added. The reaction mixture was cooled to 0° C. and stirred for 10 minutes after which auristatin F-hydroxypropylamide (124 mg, 0.154 mmol, prepared as described in Example 48) was added. The reaction mixture was warmed to 23° C. and stirred for 18 hours. Purification via preparative HPLC followed by removal of the water via lyophilization afforded the title compound as beige solid (112 mg, 75% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08685383B2 |
|---|
| Source dataset | uspto-grants-2014_04 |
|---|
| ORD ID | ord-67f7aa3c467c4447816dbb3322fc9ff2 |
|---|
| Source note | uspto-grants-2014_04 |
|---|