N-tert-Butoxycarbonyl (BOC) Deprotection Using Boron Trifluoride Etherate
- 1 June 1997
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 27 (11) , 1819-1825
- https://doi.org/10.1080/00397919708006783
Abstract
A mild and efficient procedure is described for the removal of the tert-butoxycarbonyl (BOC) group using boron trifluoride etherate and molecular sieves in dichloromethane at room temperature. The scope of this procedure is explored for the deprotection of a variety of amines including amino acid derivatives.Keywords
This publication has 11 references indexed in Scilit:
- The first total synthesis of a member of the manumycin family of antibiotics: AlisamycinTetrahedron Letters, 1996
- Ceric ammonium nitrate in the deprotection of tert-butoxycarbonyl groupTetrahedron Letters, 1996
- The synthesis of novel analogues of the manumycin family of antibiotics and the antitumour antibiotic LL-C10037αTetrahedron Letters, 1996
- Extremely mild reagent for Boc deprotection applicable to the synthesis of peptides with thioamide linkagesChemical Communications, 1996
- Trimethylsilyl iodide as a peptide deblocking agentJournal of the Chemical Society, Chemical Communications, 1979
- REMOVAL OF t‐BUTYL AND t‐BUTOXYCARBONYL PROTECTING GROUPS WITH TRIFLUOROACETIC ACIDInternational Journal of Peptide and Protein Research, 1978
- General procedure for the synthesis of mono-N-acylated 1,6-diaminohexanesThe Journal of Organic Chemistry, 1978
- Structural requirements in chiral diphosphine—rhodium complexes : IV. Use of Z-α-acetamidocinnamate esters as structural probes for diop—rhodium(I) complexesJournal of Organometallic Chemistry, 1976
- Zur selektiven acidolytischen Abspaltbarkeit der tert.‐Butyloxycarbonyl‐GruppeEuropean Journal of Organic Chemistry, 1971
- Sulfur-containing polypeptides. XIV. Removal of the tert-butyloxycarbonyl group with boron trifluoride etherateThe Journal of Organic Chemistry, 1971