157260
1-Hydroxybenzotriazole hydrate
98% dry basis wetted with not less than 14 wt. % water, for peptide synthesis
Synonym(s):
HOBt Hydrate
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About This Item
Empirical Formula (Hill Notation):
C6H5N3O · xH2O
CAS Number:
Molecular Weight:
135.12 (anhydrous basis)
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:
NACRES:
NA.22
EC Number:
219-989-7
Beilstein/REAXYS Number:
4515
Product Name
1-Hydroxybenzotriazole hydrate, wetted with not less than 14 wt. % water, 98% dry basis
Quality Level
assay
98% dry basis
form
solid
quality
synthesis grade
reaction suitability
reaction type: Addition Reactions
mp
155-158 °C (lit.)
application(s)
peptide synthesis
SMILES string
[H]O[H].On1nnc2ccccc12
InChI
1S/C6H5N3O.H2O/c10-9-6-4-2-1-3-5(6)7-8-9;/h1-4,10H;1H2
InChI key
PJUPKRYGDFTMTM-UHFFFAOYSA-N
General description
1-Hydroxybenzotriazole hydrate is a derivative of benzotriazole primarily used as a coupling reagent in peptide synthesis.
Application
1-Hydroxybenzotriazole hydrate can be used as a reagent:
- To synthesize β-peptides via microwave-assisted amino acid coupling.
- In the spot synthesis of glycopeptides.
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signalword
Danger
hcodes
Hazard Classifications
Aquatic Chronic 3 - Desen. Expl. 2 - Eye Irrit. 2
supp_hazards
Storage Class
4.1A - Other explosive hazardous materials
wgk
WGK 1
flash_point_f
314.6 °F
flash_point_c
157 °C
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Tetrahedron Letters, 35, 3315-3315 (1994)
Tetrahedron Letters, 34, 6383-6383 (1993)
T Katoh et al.
International journal of peptide and protein research, 42(3), 264-269 (1993-09-01)
3-Dimethylphosphinothioyl-2(3H)-oxazolone (MPTO) was synthesized, and its ability to effect racemization-free couplings and cyclization of a peptide and its C-terminal epimer was examined. MPTO showed good reactivity in aprotic polar solvents such as N,N-dimethylformamide (DMF) and N-methylpyrrolidone. In reactivity MPTO resembles