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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690227Generated: November 1, 2026

Dimethyl Sulfide → HCID 57788115, compound

https://huagongshe.com/reaction/1690227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfideHCID 1068—
ReactantSodium hydrideHCID 24758—
ReactantHCID 10967413HCID 10967413—
SolventDimethylformamideHCID 6228—
ProductHCID 57788115HCID 57788115—

Reaction Conditions

Temperature0 °C

Reaction Steps

To (R)-methyl 2-(tert-butoxycarbonylamino)-2-phenylacetate (E4) in DMF at −40° C. was added NaH and the solution was warmed to 0° C. for 20 minutes. DMS was added and solution was stirred at room temperature for 3 hours. The mixture was poured into NH4Cl(sat)/HCl (1N) 3:1 and extracted with EtOAc. The organics were dried (Na2SO4), filtered and evaporated to give crude E5. Column chromatography Hexanes/EtOAc gave pure (R)-methyl 2-(tert-butoxycarbonyl (methyl)amino)-2-phenylacetate (E5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153654B2
Source datasetuspto-grants-2012_04
ORD IDord-8c60509fff1a423d8622dfb549db892c
Source noteuspto-grants-2012_04