Cargando…

Mild deprotection of the N-tert-butyloxycarbonyl (N-Boc) group using oxalyl chloride

We report a mild method for the selective deprotection of the N-Boc group from a structurally diverse set of compounds, encompassing aliphatic, aromatic, and heterocyclic substrates by using oxalyl chloride in methanol. The reactions take place under room temperature conditions for 1–4 h with yields...

Descripción completa

Detalles Bibliográficos
Autores principales:	George, Nathaniel, Ofori, Samuel, Parkin, Sean, Awuah, Samuel G.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	The Royal Society of Chemistry 2020
Materias:	Chemistry
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7810210/ https://www.ncbi.nlm.nih.gov/pubmed/33456769 http://dx.doi.org/10.1039/d0ra04110f

Ejemplares similares

Correction: Mild deprotection of the N-tert-butyloxycarbonyl (N-Boc) group using oxalyl chloride
por: George, Nathaniel, et al.
Publicado: (2021)

tert-Butyloxycarbonyl-protected amino acid ionic liquids and their application to dipeptide synthesis
por: Chen, Ming, et al.
Publicado: (2021)

Practical one-pot amidation of N-Alloc-, N-Boc-, and N-Cbz protected amines under mild conditions
por: Hong, Wan Pyo, et al.
Publicado: (2021)

Facile synthesis of new N-(aminocycloalkylene)amino acid compounds using chiral triflate esters with N-Boc-aminopyrrolidines and N-Boc-aminopiperidines
por: Matulevičiūtė, Gita, et al.
Publicado: (2023)

Polarizable ab initio QM/MM Study of the Reaction Mechanism of N-tert-Butyloxycarbonylation of Aniline in [EMIm][BF(4)]
por: Vázquez-Montelongo, Erik Antonio, et al.
Publicado: (2018)

A novel and highly efficient esterification process using triphenylphosphine oxide with oxalyl chloride
por: Jia, Mingzhu, et al.
Publicado: (2018)

On the rearrangement of N-aryl-N-Boc-phosphoramidates to N-Boc-protected o-aminoarylphosphonates
por: Kuliszewska, Edyta, et al.
Publicado: (2017)

Palladium-catalyzed intramolecular C–H arylation of 2-halo-N-Boc-N-arylbenzamides for the synthesis of N–H phenanthridinones
por: Hu, Quan-Fang, et al.
Publicado: (2018)

Anticancer gold(iii)-bisphosphine complex alters the mitochondrial electron transport chain to induce in vivo tumor inhibition
por: Kim, Jong Hyun, et al.
Publicado: (2021)

Triarylamminium Radical Cation Facilitates the Deprotection of tert-Butyl Groups in Esters, Ethers, Carbonates, and Carbamates
por: Hidasová, Denisa, et al.
Publicado: (2023)

Thorium–ligand multiple bonds via reductive deprotection of a trityl group
por: Smiles, Danil E., et al.
Publicado: (2015)

On-surface synthesis of hydroxy-functionalized graphene nanoribbons through deprotection of methylenedioxy groups
por: Ohtomo, Manabu, et al.
Publicado: (2022)

Enantioselective synthesis of gem-disubstituted N-Boc diazaheterocycles via decarboxylative asymmetric allylic alkylation
por: Sun, Alexander W., et al.
Publicado: (2018)

Cancer cell-selective modulation of mitochondrial respiration and metabolism by potent organogold(iii) dithiocarbamates
por: Mertens, Randall T., et al.
Publicado: (2020)

Facile deprotection of F-BODIPYs using methylboronic acid
por: Smith, Craig D., et al.
Publicado: (2020)

Thioester deprotection using a biomimetic NCL approach
por: Villamil, Valentina, et al.
Publicado: (2022)

Radioprotective Activity and Preliminary Mechanisms of N-oxalyl-d-phenylalanine (NOFD) In Vitro
por: Meng, Yuanyuan, et al.
Publicado: (2018)

Rhodium(I)-Complexes Catalyzed 1,4-Conjugate Addition of Arylzinc Chlorides to N-Boc-4-pyridone
por: Guo, Fenghai, et al.
Publicado: (2017)

Magnetically Recoverable Silica-Decorated Ferromagnetic-Nanoceria Nanocatalysts and Their Use with O- and N-Butyloxycarbonylation Reaction via Solvent-Free Condition
por: Patil, Shripad M., et al.
Publicado: (2022)

Allylation of isatin-derived N-Boc-hydrazones followed by Pd-catalyzed carboamination reaction: an entry to 3-spiro-pyrazolidyl-oxindoles
por: Gazzotti, Stefano, et al.
Publicado: (2019)

The identification and characterization of an oxalyl-CoA synthetase from grass pea (Lathyrus sativus L.)
por: Goldsmith, Moshe, et al.
Publicado: (2022)

Specificity of Penicillin Acylases in Deprotection of N-Benzyloxycarbonyl Derivatives of Amino Acids
por: Morozova, I. A., et al.
Publicado: (2023)

Compte Rendu du B.O.C. N° 20
por: Delahaye, J P, et al.
Publicado: (1975)

Synthesis and crystal structure of 1,3-bis(4-hydroxyphenyl)-1H-imidazol-3-ium chloride
por: Mertens, R. Tyler, et al.
Publicado: (2019)

An Efficient, One-Pot Transamidation of 8-Aminoquinoline Amides Activated by Tertiary-Butyloxycarbonyl
por: Wu, Wengang, et al.
Publicado: (2019)

Facile Hydrogenative Deprotection of N-Benzyl Groups Using a Mixed Catalyst of Palladium and Niobic Acid-on-Carbon
por: Yamamoto, Yuta, et al.
Publicado: (2020)

Efficient protein depletion by genetically controlled deprotection of a dormant N-degron
por: Taxis, Christof, et al.
Publicado: (2009)

S-Fluorenylmethyl protection of the cysteine side chain upon N(α)-Fmoc deprotection
por: Wehner, Johannes W, et al.
Publicado: (2012)

Iron Oxide-Cobalt Nanocatalyst for O-tert-Boc Protection and O-Arylation of Phenols
por: Gade, Vilas B., et al.
Publicado: (2018)

Direct growth of crystalline triazine-based graphdiyne using surface-assisted deprotection–polymerisation
por: Kulkarni, Ranjit, et al.
Publicado: (2021)

Applications of tert-butanesulfinamide in the synthesis of N-heterocycles via sulfinimines
por: Philip, Rose Mary, et al.
Publicado: (2020)

An anti-glioblastoma gold(i)–NHC complex distorts mitochondrial morphology and bioenergetics to induce tumor growth inhibition
por: Greif, Charles E., et al.
Publicado: (2023)

An Improved Synthesis of the Triethylene Glycol-Substituted 4-(N-Methyl-N-Boc-Amino)Styrylpyridine
por: Jia, Jianhua, et al.
Publicado: (2020)

Phenyloxycarbonyl (Phoc) Carbamate: Chemioselective Reactivity and Tetra-n-butylammonium Fluoride Deprotection Study
por: Huguenot, Florent, et al.
Publicado: (2022)

A non-catalytic N-terminus domain of WRN prevents mitotic telomere deprotection
por: Romero-Zamora, Diana, et al.
Publicado: (2023)

A Novel Potentiometric Sensor for Determination of Neurotoxin β-N-Oxalyl-L-α, β-Diaminopropionic Acid
por: Isildak, Omer, et al.
Publicado: (2014)

Crystal structure of N-(tert-butoxycarbonyl)phenylalanyldehydroalanine isopropyl ester (Boc–Phe–ΔAla–OiPr)
por: Lenartowicz, Paweł, et al.
Publicado: (2014)

Synthesis, Characterization, and Antiproliferative Activity of Novel Chiral [QuinoxP*AuCl(2)](+) Complexes
por: Arojojoye, Adedamola S., et al.
Publicado: (2020)

Synthesis of New Fused Benzothiadiazepines and Macrocyclic Sulfamides Starting from N,N-Disubstituted Sulfamides and N(Boc)-Sulfamides
por: Dehamchia, Mohamed, et al.
Publicado: (2012)

Correction to An Improved Synthesis of the Triethylene Glycol-Substituted 4-(N-Methyl-N-Boc-Amino)Styrylpyridine
por: Jia, Jianhua, et al.
Publicado: (2020)

Cannot write session to /tmp/vufind_sessions/sess_qruu4chpvj1157me9f1qrse9oj