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Boc-His(Trt)-OH

Boc-His(Trt)-OH Structure
CAS No.
32926-43-5
Chemical Name:
Boc-His(Trt)-OH
Synonyms
BOC-HIS(TRT)-OH;Boc-His(trt);His(Trt)-OH;BOC-L-HIS(TRT)-OH;Boc-L-His(Trt);N-Boc-His(Trt)-OH;(S)-L-Boc-his(trt)-oh;Boc-His(Trt)-OH, >=98%;BOC-N-IM-TRITYL-L-HISTIDINE;N-Boc-N'-trityl-L-histidine
CBNumber:
CB0342634
Molecular Formula:
C30H31N3O4
Molecular Weight:
497.58
MOL File:
32926-43-5.mol
MSDS File:
SDS
Modify Date:
2024/4/23 19:22:53

Boc-His(Trt)-OH 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

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
WGK Germany  3
HS Code  29224999

Boc-His(Trt)-OH price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 8.53034 Boc-His(Trt)-OH Novabiochem? 32926-43-5 25G ₹96130.01 2022-06-14 Buy
Sigma-Aldrich(India) 8.53034 Boc-His(Trt)-OH Novabiochem? 32926-43-5 8530340100 ₹292540 2022-06-14 Buy
Sigma-Aldrich(India) 15449 Boc-His(Trt)-OH ≥98.0% (TLC) 32926-43-5 1G ₹9298.68 2022-06-14 Buy
Product number Packaging Price Buy
8.53034 25G ₹96130.01 Buy
8.53034 8530340100 ₹292540 Buy
15449 1G ₹9298.68 Buy

Boc-His(Trt)-OH Chemical Properties,Uses,Production

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 Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-2-(tert-butoxycarbonylamino)-3-(1-trityl-1H-imidazol-4-yl)propanoic acid N-Boc-His(Trt)-OH (S)-2-(Boc-aMino)-3-(1-trityl-4-iMidazolyl)propionic acid, 95% Boc-His(Trt)-OH >=98.0% (TLC) Boc-His(Trt)-OH, >=98% (S)-L-Boc-his(trt)-oh BOC-N-IM-TRITYL-L-HISTIDINE N-T-BUTOXYCARBONYL-N-TAU-TRITYL-L-HISTIDINE N-ALPHA-TERT-BUTYLOXYCARBONYL-N-IM-TERT-TRITYL-L-HISTIDINE N-ALPHA-T-BOC-N-IM-TRITYL-L-HISTIDINE N-ALPHA-BOC-N-(IM)-TRITYL-L-HISTIDINE N-ALPHA-T-BUTYLOXYCARBONYL-N-IM-T-TRITY-L-HISTIDINE L-HISTIDINE, N-[(1,1-DIMETHYLETHOXY)CARBONYL]-1-(TRIPHENYLMETHYL)- Nα-Boc-Nim-trityl-L-histidine≥ 99.7% (HPLC, Chiral purity) N-Boc-N'-trityl-L-histidine (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propanoic acid Nα-(tert-butyloxy)carbonyl-Nim-triphenylmethyl-L-histidine (Tert-Butoxy)Carbonyl His(Trt)-OH 2-((TERT-BUTOXYCARBONYL)AMINO)-3-(1-TRITYL-1H-IMIDAZOL-4-YL)PROPANOIC ACID N-Boc-N'-trityl-L-histidine USP/EP/BP Nα-Boc-Nim-trityl-L-histidine N-[(1,1-Dimethylethoxy)carbonyl]-1-(triphenylmethyl)-L-histidine (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(1-tritylimidazol-4-yl)propanoic acid His(Trt)-OH BOC-L-HIS(TRT)-OH BOC-HIS(TRT)-OH Boc-His(trt) Boc-L-His(Trt) Nα-Boc-N(im)-trityl-L-histidine N-Boc N '- Triphenylmethyl L-histidine Na-(tert-butoxycarbonyl)-N-trityl-L-histidine N-Boc-N'-trityl-L-histidine 32926-43-5 C30H31N3O4 Amino Acid Derivatives Histidine Peptide Synthesis Specialty Synthesis Boc-Amino Acids and Derivative Boc-Amino acid series