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
Beilstein/REAXYS Number:
1756967
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22
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product name
tert-Butyl carbazate, 98%
assay
98%
form
crystals
bp
63-65 °C/0.1 mmHg (lit.)
mp
39-42 °C (lit.)
application(s)
peptide synthesis
SMILES string
O=C(NN)OC(C)(C)C
InChI
1S/C5H12N2O2/c1-5(2,3)9-4(8)7-6/h6H2,1-3H3,(H,7,8)
InChI key
DKACXUFSLUYRFU-UHFFFAOYSA-N
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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, 6599-6599 (1993)
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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
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