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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773111Generated: October 31, 2026

Diisopropylcarbodiimide → HCID 131731276, compound

https://huagongshe.com/reaction/1773111

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylcarbodiimideHCID 12734—
ReactantTert-butoxycarbonylalanineHCID 85082—
ReactantHCID 131731275HCID 131731275—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 131731276HCID 13173127675%

Reaction Conditions

Temperature0 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09254339B2
Source datasetuspto-grants-2016_02
ORD IDord-a3c1b97cee7b44f4b637ff7391f6a591
Source noteuspto-grants-2016_02