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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2266914Generated: October 31, 2026

Trimethylsilyldiazomethane → methyl N-[(5-chlorothien-2-yl)sulfonyl]-5,5,5-trifluoro-3-(2,2,2-trifluoroethyl)-dl-norvalinate

https://huagongshe.com/reaction/2266914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
ReactantN-[(5-chlorothien-2-yl)sulfonyl]-5,5,5-trifluoro-3-(2,2,2-trifluoroethyl)-dl-norvalineHCID 86594494—
SolventDichloromethane methanolHCID 21226129—
Productmethyl N-[(5-chlorothien-2-yl)sulfonyl]-5,5,5-trifluoro-3-(2,2,2-trifluoroethyl)-dl-norvalinateHCID 8659449537.31%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of N-[(5-chlorothien-2-yl)sulfonyl]-5,5,5-trifluoro-3-(2,2,2-trifluoroethyl)-dl-norvaline (1.3 g, 5.23 mmol) in CH2Cl2:MeOH (4:1) TMSCHN2 (6 mL, 12 mmol) was added dropwise over 10 min at 0° C. until a neon yellow color persisted. When the dropwise addition was completed, the reaction mixture was allowed to warm to 25° C. over 19 h. The solvent was removed in vacuo to obtain methyl N-[(5-chlorothien-2-yl)sulfonyl]-5,5,5-trifluoro-3-(2,2,2-trifluoroethyl)-dl-norvalinate (0.5 g, 37.31%). Mass Spectrum (−ESI): 445 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858658B2
Source datasetuspto-grants-2010_12
ORD IDord-2e56f93d9b1e4d629f02f6419fef53f1
Source noteuspto-grants-2010_12