| Identification | More | [Name]
N-Boc-N'-trityl-L-histidine | [CAS]
32926-43-5 | [Synonyms]
BOC-HIS(TRT)-OH
BOC-L-HIS(TRT)-OH
BOC-N-IM-TRITYL-L-HISTIDINE
N-ALPHA-BOC-N-(IM)-TRITYL-L-HISTIDINE
N-ALPHA-T-BOC-N-IM-TRITYL-L-HISTIDINE
N-ALPHA-TERT-BUTYLOXYCARBONYL-N-IM-TERT-TRITYL-L-HISTIDINE
N-T-BUTOXYCARBONYL-N-TAU-TRITYL-L-HISTIDINE
Nα-Boc-N(im)-trityl-L-histidine
Boc-His(trt)
N-ALPHA-T-BUTYLOXYCARBONYL-N-IM-T-TRITY-L-HISTIDINE
L-HISTIDINE, N-[(1,1-DIMETHYLETHOXY)CARBONYL]-1-(TRIPHENYLMETHYL)-
N-Boc-N'-trityl-L-histidine | [Molecular Formula]
C30H31N3O4 | [MDL Number]
MFCD00153307 | [Molecular Weight]
497.58 | [MOL File]
32926-43-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
~130 °C (dec.)
| [alpha ]
12.5 º (C=1% IN MEOH) | [Boiling point ]
667.5±55.0 °C(Predicted) | [density ]
1.16±0.1 g/cm3(Predicted) | [storage temp. ]
Store at 0°C | [solubility ]
DMSO (Slightly), Methanol (Sparingly) | [form ]
Solid | [pka]
3.17±0.10(Predicted) | [color ]
White to Off-White | [optical activity]
[α]20/D +12.5±1.0°, c = 1% in methanol | [BRN ]
732035 | [InChIKey]
OYXZPXVCRAAKCM-SANMLTNESA-N | [SMILES]
C(O)(=O)[C@H](CC1N=CN(C(C2=CC=CC=C2)(C2=CC=CC=C2)C2=CC=CC=C2)C=1)NC(OC(C)(C)C)=O | [CAS DataBase Reference]
32926-43-5(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
White to off white powder | [Uses]
Boc-His(Trt)-OH was used in the study to prepare and study structure-activity relationship of amino acid amides as selective inhibitors for dipeptidyl peptidases. | [Application]
N-Boc-N'-Trityl-L-histidine (Boc-His(Trt)-OH) can be used as an intermediate in biochemistry and medicinal chemistry and can be used in the synthesis of peptide drug molecules, vitamins, and molecules with specific biologically active functions. In organic synthesis transformation, the carboxyl group in N-Boc-N'-trityl-L-histidine can undergo corresponding condensation reactions with amine compounds to obtain the corresponding amide products; in addition, in dithionyl chloride Under the action of N-Boc-N'-trityl-L-histidine, intramolecular dehydration cyclization reaction can be performed to obtain cyclic amide derivatives.
| [Preparation]
The benzyl 2-tert-butoxycarbonylamino-3-(1-trimethylimidazol-4-yl)propionate was dissolved in methanol (20 mL), and potassium hydroxide was added to the reaction system. The reaction system was stirred for 1 h after THF was added to the reaction system. The solvent is removed under vacuum depressurization, and the mixture is then extracted with water and Et2O. Separate the two phases and acidify the aqueous layer with dilute HCl, extract it with Et2O, combine all the ether organic layer and wash it with water and saline, dry the organic layer with anhydrous magnesium sulfate, filter to remove the solvent, and concentrate the filtrate under vacuum under reduced pressure to obtain Boc-His(Trt)-OH.
| [reaction suitability]
Reaction type: Boc solid-phase peptide synthesis
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