B91005
tert-Butyl carbazate
98%, for peptide synthesis
Synonym(s):
tert-Butoxycarbonyl hydrazide, Boc-hydrazide
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About This Item
Linear Formula:
(CH3)3COCONHNH2
CAS Number:
Molecular Weight:
132.16
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352108
EC Number:
212-795-3
MDL number:
Beilstein/REAXYS Number:
1756967
Product Name
tert-Butyl carbazate, 98%
InChI key
DKACXUFSLUYRFU-UHFFFAOYSA-N
InChI
1S/C5H12N2O2/c1-5(2,3)9-4(8)7-6/h6H2,1-3H3,(H,7,8)
SMILES string
O=C(NN)OC(C)(C)C
assay
98%
form
crystals
bp
63-65 °C/0.1 mmHg (lit.)
mp
39-42 °C (lit.)
application(s)
peptide synthesis
Quality Level
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Application
Employed in a palladium-catalyzed cross-coupling with vinyl halides leading to N-Boc-N-alkenylhydrazines.
Reagent used in solid phase peptide synthesis and in α-amino aldehyde optical purity determinations. Condenses with aldehydes to form hydrazones which are intermediates in the synthesis of HIV-1 protease inhibitors.
Reagent used in solid phase peptide synthesis and in α-amino aldehyde optical purity determinations. Condenses with aldehydes to form hydrazones which are intermediates in the synthesis of HIV-1 protease inhibitors.
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Tetrahedron Letters, 34, 5425-5425 (1993)
Journal of the Chemical Society. Chemical Communications, 1052-1052 (1993)
Tetrahedron Letters, 34, 6599-6599 (1993)
José Barluenga et al.
Organic letters, 9(2), 275-278 (2007-01-16)
N-Boc-N-alkenylhydrazines, an almost unknown type of compounds, have been prepared with high to moderate yields via palladium-catalyzed cross-coupling between alkenyl halides and tert-butyl carbazate. The present methodology represents the first general way to access this highly functionalized and unusual type
Martina Bruna Violatto et al.
ACS nano, 13(4), 4410-4423 (2019-03-19)
Steroids are the standard therapy for autoimmune hepatitis (AIH) but the long-lasting administration is hampered by severe side effects. Methods to improve the tropism of the drug toward the liver are therefore required. Among them, conjugation to nanoparticles represents one
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