title: Dimethylthiocarbamate (DMTC): an alcohol protecting group.
abstract: Dimethylthiocarbamates (DMTCs), prepared from the corresponding alcohols using commercial dimethylthiocarbamoyl chloride, are spectrally simple, achiral, and nonpolar. DMTCs are moderately to highly stable to a wide range of reagents and conditions including metal hydrides, hydroboration, ylides, NaOH, HCl, organolithiums, Grignards, DDQ, PCC, Swern, n-Bu(4)NF, CrCl(2), heat, and Lewis acids. They are readily removed by NaIO(4) or H(2)O(2) in the presence of other common alcohol protecting groups. [structure: see text]
authors.affiliation: Departments of Biochemistry and Pharmacology, University of Texas Southwestern Medical Center, Dallas, TX 75390-9038, USA.
authors.forename: D K
authors.initials: DK
authors.lastname: Barma
authors.forename: A
authors.initials: A
authors.lastname: Bandyopadhyay
authors.forename: Jorge H
authors.initials: JH
authors.lastname: Capdevila
authors.forename: J R
authors.initials: JR
authors.lastname: Falck
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D015394:Molecular Structure; D013859:Thiocarbamates / Q000737:chemistry*
chemical_list: D000438:Alcohols; D013859:Thiocarbamates; C492476:dimethylthiocarbamoyl chloride