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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2084531Generated: November 1, 2026

Trifluoroacetic acid → 2(S)-Amino-N-methoxy-3,3,N-trimethyl-butyramide

https://huagongshe.com/reaction/2084531

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant[1(S)-(Methoxy-methyl-carbamoyl)-2,2-dimethylpropyl]-carbamic Acid-tert-butyl EsterHCID 53879830—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product2(S)-Amino-N-methoxy-3,3,N-trimethyl-butyramideHCID 2130528492.4%

Reaction Steps

To a solution of [1(S)-(methoxy-methyl-carbamoyl)-2,2-dimethylpropyl]-carbamic acid-tert-butyl ester (1.686 g, 6.15 mmol) in dichloromethane (20 mL) at 0° C. was added trifluoroacetic acid (17 mL). The reaction was allowed to stand for 16 hours at <5° C. before the solvents were removed in vacuo to give a bright yellow oil. The residue was dissolved in methanol (30 mL) and was treated portionwise with Dowex 1X8-400 basic resin until pH 9. Filtration and removal of the solvents in vacuo gave the title compound as a pale yellow oil (990 mg, 92%). The material was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06716878B1
Source datasetuspto-grants-2004_04
ORD IDord-08baaf0223bf4ada945bc3f594f77e93
Source noteuspto-grants-2004_04