WebThe formation of Boc-protected amines and amino acids is conducted under either aqueous or anhydrous conditions, by reaction with a base and the anhydride Boc 2 O. Active esters and other derivatives such as Boc-ONH 2 and Boc-N 3 can also be used. The Boc … WebMar 27, 2016 · The BOC group can be removed thermally, either neat (185 ºC, 20-30 min) (J. Org. Chem. 1987, 51, 19) or in diphenyl ether (TL 1982, 23, 465). Cite 1st Apr, 2016
Iodine-Mediated Neutral and Selective N-Boc Deprotection
WebMar 13, 2024 · Traditional deprotection strategies involving trifluoroacetic and other protic and Lewis acids proved unsuccessful in removal of the recalcitrant indole-N-Boc … WebIt can be removed with trifluoromethanesulfonic acid (TFMSA) or mercury (II) acetate. The TFMSA method is usually used with Boc chemistry to simultaneously cleave the … chez marty paris
Mild deprotection of the N-tert‐butyloxycarbonyl (N …
WebOct 27, 2003 · Typical procedure for BOC deprotection: To a solution of 2- tert -butoxycarbonylamino-succinic acid 1-benzyl ester (1.0 g, 2.73 mmol) in tetrahydrofuran (1 mL) at room temperature (entry 1, Table 1 ), was added aqueous phosphoric acid (85 wt%, purchased from Aldrich Chemical Co.) (2.81 mL, 41 mmol) dropwise. WebRemoval of the Boc group under acid conditions protonates the exposed amine terminal of the peptide which reduces its participation in hydrogen bonding and increases its availablity for coupling. Neutralization in the … Webprotecting group that can be removed under neutral ... 2O removal PhCH(OMe) 2, H+ Stable to base cat. Camphor Sulfonic Acid (CSA) and MeOH H 2, catalyst ... (BOC) Formation: Cleavage:Strong protic acid (TFA or 3M HCl) TMSI Stable to base Allyl Carbamate (ALLOC) TL 1986, 27, 3753 R 2NH chez marty saint germain