tert-Butyl N-Tosyloxycarbamate

CAS: 105838-14-0

Ref. TR-B750000

Product Information

• Name: tert-Butyl N-Tosyloxycarbamate
• Synonyms: [(2-methylpropan-2-yl)oxycarbonylamino] 4-methylbenzenesulfonate

Description

Applications tert-Butyl N-Tosyloxycarbamate is a sulfhydroxylamine that, when used in combination with Lithium, functions as an efficient electrophile in the amination of chiral amide cuprate compounds. tert-Butyl N-Tosyloxycarbamate is also used as a reagent to synthesize N-Boc protected primary amines (e.g. N-Boc-ethylenediamine [B655000]).
References Chiba, S. & Narasaka, K.: Amin. Grou. Chem: Synth. Life Sci., No vol. given (2008); Gallou, I. & Senanayake, C.: Chem. Rev.: 106, 2843 (2006); Genet, J., et al.: Tetrahedron Lett., 32, 2359 (1991); Zheng, N., et al.: ChemInform, 28, No pp. given (1997)

• Brand: TRC

Chemical properties

• Molecular weight: 287.33
• Formula: C₁₂H₁₇NO₅S
• Color/Form: Neat
• InChI: InChI=1S/C12H17NO5S/c1-9-5-7-10(8-6-9)19(15,16)18-13-11(14)17-12(2,3)4/h5-8H,1-4H3,(H,13,14)
• InChI key: InChIKey=WZDPZKPHVNFUKB-UHFFFAOYSA-N
• SMILES: Cc1ccc(S(=O)(=O)ONC(=O)OC(C)(C)C)cc1