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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2271395Generated: November 1, 2026

Water → HCID 131733371, compound

https://huagongshe.com/reaction/2271395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantL-Alanine methyl esterHCID 82335—
ReactantHCID 66666572HCID 66666572—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 131733371HCID 13173337181%

Reaction Steps

To a solution of compound 25 (30 mg, 0.1 mol) in DCM (1 mL) was added (L)-Ala-OMe (10.3 mg, 0.1 mmol), DCC (23.7 mg, 0.12 mmol) and DMAP (1.2 mg, 0.01 mmol). The reaction mixture was stirred overnight at room temperature. After the reaction was complete, H2O (1 mL) was added. The organic phase was separated and dried over anhydrous Na2SO4. The solvent was removed and the residue was purified by the preparative TLC (MeOH:DCM=1:9, then EtOAc:Hexane=2:1) to give compound 26 (2 mg, 81% yield, LC/MS: m/z=409 [M+H]+, 1H NMR (400 MHz, CD3OD): δ 8.04 (d, J=8.8 Hz, 2H), 7.81 (t, J=7.8 Hz 1H), 7.7 (d, J=7.2 Hz, 1H), 7.31 (d, J=7.0 Hz, 1H), 7.03-7.1 (m, 6H), 4.47 (q, J=7.3 Hz, 1H), 3.83 (s, 2H), 3.71 (s, 3H), 1.42 (d, J=7.2 Hz, 3H)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120752B2
Source datasetuspto-grants-2015_09
ORD IDord-235e8e65a4be498b996a270a0934ffc6
Source noteuspto-grants-2015_09