| Identification | More | [Name]
N-Fmoc-N'-trityl-D-histidine | [CAS]
135610-90-1 | [Synonyms]
FMOC-D-HIS(1-TRT)-OH FMOC-D-HISTIDINE(1-TRT)-OH FMOC-D-HISTIDINE(TRITYL) FMOC-D-HIS(TRT) FMOC-D-HIS(TRT)-OH FMOC-D-HIS(T-TRT)-OH FMOC-N-IM-TRITYL-D-HISTIDINE N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-TAU-TRITYL D-HISTIDINE N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-IM-TRITYL-D-HISTIDINE N-ALPHA-FMOC-N-IM-TRITYL-D-HISTIDINE N-α-Fmoc-N-im-trityl-D-histidine NALPHA-9-Fluorenylmethoxycarbonyl-Nim-trityl-D-histidine N-Fmoc-N'-trityl-D-histidine Fmoc-D-His(tau-Trt)-OH | [Molecular Formula]
C40H33N3O4 | [MDL Number]
MFCD00077061 | [Molecular Weight]
619.71 | [MOL File]
135610-90-1.mol |
| Questions And Answer | Back Directory | [Preparation]
D-histidine is difficult to extract in large quantities from natural products, and is often prepared by configurational conversion of L-histidine. L-histidine undergoes an asymmetric conversion reaction catalyzed by salicylaldehyde using (R)-tartaric acid as a resolving agent and acetic acid as a solvent to yield D-histidine·(R)-tartrate (yield 98.69%, optical purity 98.26%). The process conditions are: reactant molar ratio: L-histidine:(R)-tartaric acid:salicylaldehyde = 1:1:0.05, reaction temperature 90℃, and reaction time 4 h. D-histidine·(R)-tartrate is then treated in methanol with 2 mol/L triethylamine to obtain D-histidine, with a yield of 94.06% and optical purity of 98.70%. The overall yield of D-histidine is 92.87%. The target compound N-Fmoc-N'-trityl-D-histidine is then prepared by Fmoc protection and Grignard reagent. |
| Chemical Properties | Back Directory | [Melting point ]
141-146°C | [Boiling point ]
811.7±65.0 °C(Predicted) | [density ]
1.24±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
powder to crystal | [pka]
3.06±0.10(Predicted) | [color ]
White to Light yellow | [Optical Rotation]
[α]22/D -85.0°, c = 1% in chloroform | [Major Application]
peptide synthesis | [InChIKey]
XXMYDXUIZKNHDT-DIPNUNPCSA-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(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O | [CAS DataBase Reference]
135610-90-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 GHS02 | [Signal word ]
Warning | [Hazard statements ]
H413 | [Precautionary statements ]
P273-P501 | [WGK Germany ]
3 | [HS Code ]
2933 29 90 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Chronic 4 |
| Hazard Information | Back Directory | [Chemical Properties]
White powder | [Uses]
Fmoc-D-His(Trt)-OH, is an amino acid derivative used in chemical synthesis and peptide chemistry. | [reaction suitability]
reaction type: Fmoc solid-phase peptide synthesis |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
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| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
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