Boc-His(Trt)-OH Chemical Properties

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. 

Keep in dark place,Sealed in dry,Room Temperature

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)

Safety Information

WGK Germany 

3

HS Code 

29224999

MSDS

• Language:English Provider:SigmaAldrich

Boc-His(Trt)-OH Usage And Synthesis

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.

Uses

Boc-His(Trt)-OH is a histidine derivative. Its a protected histidine derivative for only the critical coupling step. After coupling the Boc- and Trt-groups are cleaved simultaneously by TFA.

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.

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.

reaction suitability

Reaction type: Boc solid-phase peptide synthesis

Boc-His(Trt)-OH(32926-43-5)Related Product Information

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