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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056581Generated: November 2, 2026

Dichloromethane → Chloromethyl 2-{[(tert-butoxy)carbonyl]amino}-2-methylpropanoate

https://huagongshe.com/reaction/1056581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium BicarbonateHCID 516892—
ReactantN-((1,1-dimethylethoxy)carbonyl)-2-methyl-alanineHCID 2733845—
SolventWaterHCID 962—
ProductChloromethyl 2-{[(tert-butoxy)carbonyl]amino}-2-methylpropanoateHCID 11776960—

Reaction Steps

The title compound was prepared according to the procedure as described in Example 17 Step 1 using 2-((tert-butoxycarbonyl)amino)-2-methylpropanoic acid (1.07 g, 5.29 mmol) in DCM (25 mL) and H2O (25 mL), NaHCO3 (1.78 g, 21.2 mmol), TBAHSO4 (0.18 g, 0.53 mmol) and a solution of chloromethyl sulfochloridate (638 μL, 6.35 mmol) in DCM (5 mL). The title compound was obtained as a white solid (1.16 g, 87.7%). The title compound was characterized by 1H NMR as shown below:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399639B2
Source datasetuspto-grants-2016_07
ORD IDord-9b3396a4992e48c080e01212e06fbe57
Source noteuspto-grants-2016_07