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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388446Generated: October 29, 2026

2-Nitrobenzoyl chloride → (R)-cyclohexyl-(2-nitro-benzoylamino)-acetic acid methyl ester

https://huagongshe.com/reaction/388446

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Nitrobenzoyl chlorideHCID 11875—
ReactantDiisopropylethylamineHCID 81531—
Reactantmethyl (2R)-2-amino-2-cyclohexylacetate hydrochlorideHCID 56777252—
SolventDichloromethaneHCID 6344—
Product(R)-cyclohexyl-(2-nitro-benzoylamino)-acetic acid methyl esterHCID 6872661998.1%

Reaction Steps

To a mixture of 2-nitrobenzoyl chloride (0.5 mL, 3.69 mmol) and (R)-amino-cyclohexyl-acetic acid methyl ester hydrochloride (1.0 g, 4.82 mmol), (prepared according to example A), in dichloromethane (10 mL) is added diisopropyl ethylamine (DIPEA) (1.5 mL, 8.61 mmol). The mixture is stirred at room temperature for 16 hours. The reaction mixture is concentrated and the resulting residue is purified by flash chromatography with 40% EtOAc in Hexane as the eluent to afford (R)-cyclohexyl-(2-nitro-benzoylamino)-acetic acid methyl ester (1.16 g, 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08377949B2
Source datasetuspto-grants-2013_02
ORD IDord-f98f80d3a0c34d2784e468ed5d3a17ab
Source noteuspto-grants-2013_02