199119-46-5

Basic information

• Product Name: N-im-Trityl-D-histidine
• Synonyms: H-D-His(tau-Trt)-OH;1-(Triphenylmethyl)-D-histidine;(2R)-2-AMMonio-3-(1-trityl-1H-iMidazol-4-yl)propanoate;Arg(Pbf);(R)-2-AMino-3-(1-trityl-1H-iMidazol-4-yl)propanoic acid;D-His(Trt)-OH;Nim-Trityl-D-histidine≥ 99% (HPLC)
• CAS NO: 199119-46-5
• Molecular Formula: C25H23N3O2
• Molecular Weight: 397.48
• Mol File: 199119-46-5.mol

Chemical Properties

• Boiling Point: 584.8oC at 760 mmHg
• Flash Point: 307.5oC
• Appearance: /
• Density: 1.19
• Storage Temp.: 2-8°C
• PKA: 1.78±0.10(Predicted)
• CAS DataBase Reference: N-im-Trityl-D-histidine(CAS DataBase Reference)
• NIST Chemistry Reference: N-im-Trityl-D-histidine(199119-46-5)
• EPA Substance Registry System: N-im-Trityl-D-histidine(199119-46-5)

Safety Data

• Hazardous Substances Data: 199119-46-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-im-Trityl-D-histidine is used as a reagent in the solid-phase synthesis of peptides. It plays a crucial role in the development of new drugs and therapeutic agents by facilitating the synthesis of complex peptide structures.
Used in Chemical Research:
N-im-Trityl-D-histidine is also used as a catalyst for asymmetric induction in the desymmetrization of bis(phenol)s. This application is significant in the field of chemical research, particularly in the synthesis of chiral compounds, which are essential in the pharmaceutical and agrochemical industries.

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 95383-91-8 L-Histidine 
• 76-83-5 trityl chloride 
• 75-78-5 dimethylsilicon dichloride 
• 32946-53-5 N^im-trityl-L-histidine hydrochloride 
• 74853-62-6 N^α,N^im-ditritylhistidine 
• 71-00-1 L-histidine 
• 109425-51-6 Fmoc-His(Trt)-OH 
• 71-00-1 L-histidine 

Downstream Products

• 1333228-00-4 C₂₆H₂₆N₄O*CH₂O₂ 
• 1333228-14-0 [{[(S)-1-Methylcarbamoyl-2-(1-trityl-1H-imidazol-4-yl)-ethylcarbamoyl]-methyl}-(3-phenyl-propyl)-amino]-acetic acid methyl ester 

Relevant articles and documents

Self-healing response in supramolecular polymers based on reversible zinc-histidine interactions

Histidine-metal interactions are utilized in many biological materials as reinforcing crosslinks, and in particular, are believed to contribute as reversible crosslinks to the intrinsic self-recovery behavior of mussel byssal threads. In this contribution

Preparation method of N - 9 - fluorenylmethoxycarbonyl - N ' - trityl - L - histidine

The invention relates to the technical field of medical intermediate synthesis, in particular to a synthetic method of N - 9 - fluorenylmethoxycarbonyl - N ' - trityl - L - histidine, which comprises the following steps: taking L - histidine as a raw material and protecting a - amino groups on histidine by using a silane protective agent. A silane protecting substance Nim - trityl histidine is obtained by reaction with triphenylchloromethane, followed by addition of water to the silane protecting group. The silane protecting substance Nim - trityl histidine is reacted with 9 - fluorenylmethoxycarbonyl protecting reagent to give the target product N - 9 - fluorenylmethoxycarbonyl - N ' - trityl - L - histidine. The N - 9 -fluorenylmethoxycarbonyl - N ' - trityl - L - histidine preparation method provided by the invention is simple and convenient to operate, high in yield and low in comprehensive production cost, and is suitable for industrial large-scale production.

PYRROLOBENZODIAZEPINE DIMER PRECURSOR AND LIGAND-LINKER CONJUGATE COMPOUND THEREOF

The present invention relates to a pyrrolobenzodiazepine dimer prodrug and a ligand-linker conjugate compound thereof, a composition containing these, and therapeutic use thereof particularly as an anticancer drug. The stability of the compounds themselves and the stability thereof in plasma are excellent and the compounds are advantageous in terms of manifestation of toxicity, and thus the compounds are industrially useful in that it is possible to target proliferative diseases such as cancer, to perform a specific treatment, to maximize the drug efficacy, and to minimize the occurrence of side effects.

Diverted total synthesis of falcitidin acyl tetrapeptides as new antimalarial leads

We report not only the convergent total synthesis of falcitidin, a natural inhibitor of falcipain-2 from myxobacterium Chitinophaga, but also its diversification into a new antimalarial class of N-acyl tetrapeptides (Acyl-His-Ile-Val-Pro-NH2). Despite the lack of whole-cell activity of falcitidin itself, our study led to the identification of a trifluoromethyl (CF3) analogue displaying sub-micromolar IC50 activity against Plasmodium falciparum 3D7 in a standard blood-cell assay, but only when N-tritylated on its histidine (imidazole) residue.

DIARYLSULPHID BACKBONE CONTAINING PHOTOLABILE PROTECTING GROUPS

The present invention relates to photoactivable protecting groups containing a diarylsulphid chromophore, a method for the synthesis thereof and their use as photoactivable protecting groups using maskless photolithography based array synthesis. wherein R2 is [Formula II] or wherein R2 is [Formula III] or [Formula IV] wherein R7 is a natural amino acid, a non-natural amino acid or an amino acid derivative forming an urethan bond to formula Ib, or wherein formula IV represents the carboxy function of a natural amino acid, a non-natural amino acid or an amino acid derivative, forming an ester bond to formula Ib.

IMPROVED METHODS OF OBTAINING Nim-TRITYL-SUBSTITUTED HISTIDINE DERIVATIVES

Two variants are proposed for the synthesis of Nα-Boc-Nim-tritylhistidiine.The first variant starts from Nα,Nim-di-Boc-histidine, from which the Nim-Boc group is removed with hydrazine hydrate.The Nα-Boc-histidine formed is esterified with chlorotrimethylsilane, tritylated in the imidazole group, and, after the elimination of the trimethylsilyl protection from the carboxyl group, Nα-Boc-Nim-tritylglycine is obtained with a yield of 80percent.The second variant starts from Nα,Nim-ditritylhistidine, which, by treatment with hydrochloric acid in acetone and then with dilute ammonia, is converted into Nim- tritylhistidine.From this, by acylation with di-tert-butyl pyrocarbonate, Nα-Boc-Nim-tritylhistidine is obtained with a yield of 91percent.The acylation of Nim-tritylhistidine with other alkoxycarbonylating reagents leads to Nα-tert-amyl-, Nα-benzyl-, and Nα-4-methoxybenzyloxycarbonyl derivatives of Nim-tritylhistidine.

Efficient "One-Pot" Synthesis of N-Trityl Amino Acids

A sequential procedure has been developed whereby neutral amino acids 1 were tritylated via their corresponding trimethylsilyl esters 2 to afford, after mild hydrolysis, N-trityl amino acids 3 in high yields and purity.Hydroxy amino acids 4 were preferent