106391-85-9

Usage

Uses

Used in Pharmaceutical Industry:
BOC-D-VALINE METHYL ESTER is used as a precursor in the synthesis of pharmaceuticals for its ability to contribute to the development of new drug molecules and the modification of existing ones. Its role in peptide synthesis allows for the creation of bioactive compounds with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, BOC-D-VALINE METHYL ESTER is utilized as a starting material for the production of agrochemicals. Its involvement in the synthesis process aids in the development of compounds that can be used in various agricultural applications, such as pest control and crop protection.
Used in Organic Chemistry Research:
BOC-D-VALINE METHYL ESTER is employed as a research tool in organic chemistry. It is used for studying the synthesis and properties of peptides and proteins, as well as for exploring the potential of new bioactive compounds and drug molecules. Its versatility makes it a valuable asset in advancing scientific understanding and innovation in the field of organic chemistry.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 134306-34-6 N-(Benzyloxycarbonyl)valine methyl ester 
• 140866-79-1 [4-((2S,5R)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-benzyl]-phosphonic acid dimethyl ester 
• 7146-15-8 D-Valine methyl ester hydrochloride 
• 67-56-1 methanol 
• 4070-48-8 D-Valine methyl ester 
• 1002754-73-5 (R,S)-dihydro-3,6-dimethoxy-2-isopropyl-5-(3',3'-azobutyl)pyrazine 
• 5619-05-6 DL-valine methyl ester hydrochloride 
• 13734-41-3 N-Boc-(S/R)-valine 
• 58561-04-9 N-Boc-valine methyl ester 
• 186581-53-3 diazomethane 
• 22838-58-0 Boc-D-Val-OH 
• 74-88-4 methyl iodide 
• 142618-88-0 (4R, 5S)-5-(1,2-bis(isopropoxycarbonyl)hydrazino)-4-isopropyl-2-oxazolidinone 

Downstream Products

• 123285-52-9 2-(S)-[N-(tert-butoxycarbonyl)amino]-3-methylbutanal 
• 13734-41-3 t-Boc-L-valine 
• 58561-04-9 N-tert-butoxycarbonyl-L-valine methyl ester 
• 79069-14-0 tert-butyl [(1R)-1-(hydroxymethyl)-2-methylpropyl]carbamate 
• 223906-36-3 (2R)-N-Boc-2-amino-1,1-diphenyl-3-methylbutanol 
• 1401163-63-0 (R)-3-[({3-fluoro-6-[4-(trifluoromethyl)phenyl]pyridin-2-yl}methylene)amino]-2,4-dimethylpentan-2-ol 
• 1401163-61-8 (3R)-3-[({3-fluoro-6-[4-(trifluoromethyl)phenyl]pyridin-2-yl}methyl)amino]-2,4-dimethylpentan-2-ol 
• 24210-19-3 N-benzyloxycarbonyl-L-valine methyl ester 
• 1152313-79-5 (R)-5,5-(dimethyl)-i-Pr-PHOX 
• 7146-15-8 D-Valine methyl ester hydrochloride 
• 106391-88-2 (2R)-2-[(tert-butoxycarbonyl)amino]-3-methylbutylaldehyde 
• 223906-53-4 (4R)-N-Propionyl-5,5-diphenyl-4-isopropyloxazolidin-2-one 
• 223906-58-9 (4R)-N-<(2S)-2-Methyl-1-oxo-3-phenylpropyl>-5,5-dimethyl-4-isopropyloxazolidin-2-one 
• 191090-32-1 (R)-4-(1-methylethyl)-5,5-diphenyl-1,3-oxazolidin-2-one 

Relevant academic research and scientific papers

Diastereoselective synthesis of 3-amino-1,2-diols by reductive alkylation of 2,3-dialkoxynitriles

The addition of Grignard reagents to acetonide protected syn 2,3- dihydroxynitriles, followed by reduction of the resulting magnesioimines, affords all syn 1,3-disubstituted 3-amino-1,2-diols in high enantiomeric purities. (C) 2000 Published by Elsevier Science Ltd.

Chemical differentiation of three DMSP lyases from the marine: Roseobacter group

Dimethylsulfoniopropionate (DMSP) catabolism of marine bacteria plays an important role in marine and global ecology. The genome of Ruegeria pomeroyi DSS-3, a model organism from the Roseobacter group, harbours no less than three genes for different DMSP lyases (DddW, DddP and DddQ) that catalyse the degradation of DMSP to dimethyl sulfide (DMS) and acrylate. Despite their apparent similar function these enzymes show no significant overall sequence identity. In this work DddQ and DddW from R. pomeroyi and the DddP homolog from Phaeobacter inhibens DSM 17395 were functionally characterised and their substrate scope was tested using several synthetic DMSP analogues. Comparative kinetic assays revealed differences in the conversion of DMSP and its analogues in terms of selectivity and overall velocity, giving additional insights into the molecular mechanisms of DMSP lyases and into their putatively different biological functions.

Synthesis of photoactive analogues of a cystine knot trypsin inhibitor protein

We describe the preparation of a recently described photoactive amino acid analogue (photoMethionine) by two novel synthetic routes, one of which is flexible and enantiospecific, and the site-specific chemical incorporation of photoMethionine into a defined and functionally active protein using a combination of solid-phase peptide synthesis and modern chemical ligation methodology. Site-specific labeling of proteins with this amino acid analogue through chemical synthesis provides valuable probes for photoaffinity cross-linking studies.

ONE-POT CONVERSION OF N-BENZYLOXYCARBONYL GROUP INTO N-TERT-BUTOXYCARBONYL GROUP

An efficient one-pot two stage transformation of the N-Z group into the N-t-Boc group was carried out under neutral conditions.

Conformational properties of ascydiacyclamide analogues with cyclic α-amino acids instead of oxazoline residues

Ascidiacyclamide [ASC, cyclo(-Ile-oxazoline-D-Val-thiazole-)2] is a cyclic octapeptide isolated from tunicates. We designed ASC analogues [cyclo(-Ile-Xxx-D-Val-thiazole-)2] in which Pro or a homologue was substituted for oxazoline: [Pro]ASC (Xxx: proline), [Aze]ASC (Xxx: (S)-Azetidine-2-carboxylic acid), [Pip]ASC (Xxx: (S)-Piperidine-2-carboxylic acid) and [ΔPro]ASC (Xxx: (S)-3-pyrroline-2-carboxylic acid) to explore their potential to serve as substitutes for the oxazoline ring. The conformations of these analogues were examined using X-ray diffraction, 1H NMR and CD spectroscopy. In both the crystal and solution states, the conformations of [Pro]ASC, [Aze]ASC and [ΔPro]ASC were novel square structures having two trans imide bonds and stabilized by two intramolecular hydrogen bonds. The crystal structure of [Pip]ASC was a folded conformation with cis and trans imide bonds. Three isomers (cc, ct and tt) were present in a solution of [Pip]ASC. From crystal structures, the degree of puckering in the side chains of Pro and its homologues was estimated to be in the order Pip > Pro > Aze > ΔPro. [Pro]ASC and [Pip]ASC showed strong cytotoxicity, but [Aze]ASC and [ΔPro]ASC showed no cytotoxicity. Among the four analogues, there is consistency between the prolyl ring puckering and cytotoxicity, but not between the peptide backbone structure and cytotoxicity.

Bioproduction of l-2-Aminobutyric Acid by a Newly-Isolated Strain of Aspergillus tamarii ZJUT ZQ013

Abstract: l-2-Aminobutyric acid (l-ABA), an unnatural amino acid, is a key intermediate of several important drugs. Although some methods have been developed to prepare pure chiral l-ABA, there are still many drawbacks, including low catalytic efficiency, cumbersome steps and high cost due to the addition of some expensive catalysts or coenzymes. Herein, with chemical and biological approaches together, we discovered a newly isolated Aspergillus tamarii ZJUT ZQ013 strain containing a microbial lipase which could be employed to resolve racemic methyl N-Boc-2-aminobutyrate to produce l-ABA with high enantioselectivity (e.e.s?>?99.9%, E = 257). Moreover, the subsequent gram scale experiment confrimed that A. tamarii ZJUT ZQ013 could be an attractive biocatalyst for the efficient preparation of optically pure acid. Graphical Abstract: [Figure not available: see fulltext.]

TRPV3 Modulators

Disclosed herein are modulators of TRPV3 of formula (I) wherein X1, X2, R1, R2, Rx, and n are as defined in the specification. Compositions comprising such compounds and methods for treating conditions and disorders using such compounds and compositions are also presented.

Design, synthesis, and applications of potential substitutes of t-Bu-phosphinooxazoline in Pd-catalyzed asymmetric transformations and their use for the improvement of the enantioselectivity in the Pd-catalyzed allylation reaction of fluorinated allyl enol carbonates

The design, synthesis, and applications of potential substitutes of t-Bu-PHOX in asymmetric catalysis is reported. The design relies on the incorporation of geminal substituents at C5 in combination with a substituent at C4 other than t-butyl (i-Pr, i-Bu, or s-Bu). Most of these new members of the PHOX ligand family behave similarly in terms of stereoinduction to t-Bu-PHOX in three palladium-catalyzed asymmetric transformations. Electronically modified ligands were also prepared and used to improve the enantioselectivity in the Pd-catalyzed allylation reaction of fluorinated allyl enol carbonates.

The effect of substituents on the chiral solvating properties of (S)-1,6-dialkylpiperazine-2,5-diones

The effect of substituents on the chiral solvating properties of 13 different (S)-1,6-dialkylpiperazine-2,5-diones (S)-1a-m and five (3S,6S)-1,3,6-trialkyl analogues (S,S)-1n-r was studied by NMR in CDCl 3 with methyl (RS)-N-benzoylleucinate (R

Enantiomeric resolution of α-amino acid derivatives on two diastereomeric chiral stationary phases based on chiral crown ethers incorporating two different chiral units

Two diastereomeric chiral stationary phases (CSPs) were applied to the liquid chromatographic resolution of various racemic a-amino methyl esters, α-amino N,N-diethylamides and α-amino N-propylamides. The CSP incorporating (R)-3,3' -diphenyl-1,1' -binaphtyl and (R,R)-tartaric acid unit as chiral barriers did not show any chiral recognition. In contrast, the CSP incorporating (R)-3,3'-diphenyl-1,1'-binaphtyl and (S,S)-tartaric acid unit as chiral barriers was found to show excellent chiral recognition especially for the two enantiomers of a-amino N-propylamides. Some of a-amino methyl esters and α-amino N,N-diethylamides were also resolved on the CSP incorporating (R)-3,3'-diphenyl-1,1'-binaphtyl and (S,S)-tartaric acid unit. From these results it was concluded that the two chiral units composing the diastereomeric CSPs can show "matched" or "mismatched" effect on the chiral recognition according to their absolute stereochemistry.