58521-45-2

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
Tert-butyl (S)1-formyl-3-methylbutylcarbamate is used as a carbamate derivative for the synthesis of various pharmaceuticals and agrochemicals. Its stability makes it a valuable component in the development of these products.
Used in Peptide Synthesis:
In the field of organic chemistry, Tert-butyl (S)1-formyl-3-methylbutylcarbamate is used as a protecting group in peptide synthesis. Its stability and ease of removal make it a preferred choice for protecting specific functional groups during the synthesis process.
Used in Organic Chemistry Research:
Tert-butyl (S)1-formyl-3-methylbutylcarbamate may also serve as a reagent or intermediate in various synthetic routes within organic chemistry. Its potential uses and properties are still being explored, indicating that further research is needed to fully understand its applications.

Upstream product

• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 82010-31-9 (S)-(1-hydroxymethyl-3-methylbutyl)carbamic acid tert-butyl ester 
• 37787-76-1 N-Boc-L-leucine ethyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 16937-99-8 N-Boc-D-Leu 
• 87694-50-6 N-(tert-butoxycarbonyl)-L-leucine-N'-methoxy-N'-methylamide 
• 129603-01-6 (R)-N^α-(tert-butoxycarbonyl)-N-methoxy-N-methylleucinamide 
• 173899-64-4 (S)-tert-butyl (4-methyl-1-morpholino-1-oxopentan-2-yl)carbamate 
• 345911-00-4 2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 4,6-dimethoxy-[1,3,5]triazin-2-yl ester 
• 133010-03-4 Boc-Leu-F 
• 63096-02-6 N-tert-butoxycarbonyl-L-leucine methyl ester 
• 109-02-4 4-methyl-morpholine 
• 200937-21-9 N-tert-butoxycarbonyl-L-leucine monohydrate 
• 100-46-9 benzylamine 

Downstream Products

• 193466-58-9 [1-(2,5-Dihydroxy-benzyl)-3-methyl-butyl]-carbamic acid tert-butyl ester 
• 660847-45-0 {1-[(R/S)-hydroxy-(5-phenyl-[1,3,4]oxadiazol-2-yl)-(S)-methyl]-3-methylbutyl}carbamic acid tert-butyl ester 
• 848561-59-1 (Z)-(S)-4-(Benzhydrylidene-amino)-6-methyl-hept-2-enoic acid methyl ester 
• 848561-38-6 (E)-(S)-4-(Benzhydrylidene-amino)-6-methyl-hept-2-enoic acid methyl ester 
• 848561-42-2 (E)-(S)-4-{[Bis-(3-fluoro-phenyl)-methylene]-amino}-6-methyl-hept-2-enoic acid methyl ester 
• 109864-71-3 (3S,4S)-4-amino-3-hydroxy-6-methyl-1-(phenylthio)heptane 
• 109864-67-7 (4S,5S)-4-isobutyl-5-<2-(phenylethylthio)ethyl>oxazolidin-2-one 
• 105943-86-0 Acetic acid (1R,2S)-1-((R)-3-benzyloxy-2-methyl-propyl)-2-tert-butoxycarbonylamino-4-methyl-pentyl ester 

Relevant academic research and scientific papers

Isolation and Total Synthesis of Hoshinolactam, an Antitrypanosomal Lactam from a Marine Cyanobacterium

In the search for new antiprotozoal substances, hoshinolactam, an antitrypanosomal lactam, was isolated from a marine cyanobacterium. The gross structure was elucidated by spectroscopic analyses, and the absolute configuration was determined by the first total synthesis. Hoshinolactam showed potent antitrypanosomal activity with an IC50 value of 3.9 nM without cytotoxicity against human fetal lung fibroblast MRC-5 cells (IC50 > 25 μM).

Investigations on the [2,3]-Wittig Rearrangement of Chiral 4-Aminopropargyloxy Acetates to Novel α-Hydroxy-γ-amino Acids Containing an Allene Unit

The [2,3]-Wittig rearrangement of propargyloxy acetates bearing a propargylic stereocenter opposite to the oxyacetic acid moiety gives α-hydroxy-γ-amino acids containing an allene unit under high stereocontrol. The resulting product displays a novel type of γ-amino acid with a potentially intriguing biological profile.

Synthesis of the C-13 side chain precursors of the 9-dihydrotaxane analogue ABT-271.

N-Boc-L-Leucinol was converted to two C-13 side chain precursors of the 9-dihydrotaxane analogue ABT-271. The trans-oxazolidine acid 4 and the cis-Boc-lactam 2b were prepared in 44% and 40% overall yield, respectively, and with excellent (>98%) stereochemical purity.

Synthesis of E- and Z-alkene dipeptide isosteres

The synthesis of MeLeu and MeLeu-D-Leu alkene dipeptide isosteres are described. Isosteres with an E-alkene bond were synthesized stereoselectively by employing the [2, 3] Wittig rearrangement to control double bond geometry and C-2 configuration. Z-alkene isosters were obtained as an easily separable mixture of diastereomers via alkylation of a Z-alkene MeLeu-Gly isostere that was obtained using a Z-selective Wittig reaction as the key step. All isosteres are isolated with high stereochemical purity.

Synthesis and Biological Evaluation of Novel Potent Antagonists of the Bombesin/Gastrin Releasing Peptide Receptor

This paper reports the synthesis and antagonist activity of 20 C-terminal analogues of gastrin releasing peptide (GRP).The ability of each analogue to inhibit bombesin (BN) stimulated amylase release from rat pancreatic acini was determined, and those showing antagonist activity were further evaluated for their ability to inhibit BN-stimulated thymidine uptake in serumstarved 3T3 cells.The assays also included two known peptide antagonists, C (Leu14,ψ13,14>BN) and H (N-pivaloyl-GRP20-25-(R)-2-methyl-4-nonylamide) as positive controls.On the basis of these assays we suggest that a des-Met27,Leu26-ψGRP C-terminal octapeptide imparts antagonist activity.The two most active compounds are peptides 14 (19,Leu26-ψ(CH2NHCOCH3)>GRP19-26) and 18 (19,Gln20,Leu26-ψ(CH2NHCOCH3)>GRP19-26).In their ability to inhibit BN-stimulated thymidine uptake, the IC50 of peptides C, H, 14, and 18 were 43.2, 31.2, 2.7, and 32.5 nM, respectively.In conclusion, the novel C-terminal ψ bond promises to be a useful peptide backbone modification for imparting antagonism in GRP/BN analogues.

Structure Determination, Biosynthetic Origin, and Total Synthesis of Akazaoxime, an Enteromycin-Class Metabolite from a Marine-Derived Actinomycete of the Genus Micromonospora

A new enteromycin-class antibiotic, akazaoxime (1), possessing an aldoxime functionality in place of O-methyl nitronic acid, was isolated from the cultured extract of a marine-derived actinomycete of the genus Micromonospora, along with known A-76356 (2). The structure of 1, including the absolute stereochemistry of three chiral centers, was established by comprehensive analysis of nuclear magnetic resonance (NMR) and mass spectrometry data coupled with magnetic anisotropy analysis of its phenylglycine methyl ester derivatives. The stereochemistry of 2, not determined previously, was proven to be the same as that of 1 on the basis of the similarity of their NMR and specific rotation data. Precursor feeding experiments using 13C-labeled compounds elucidated that the carbon skeletons of 1 and 2 are constructed from propionate (methylmalonate), leucine, and glycine. Establishment of the concise and flexible synthetic route to 1 enabled us to implement biological evaluation of 1 and its unnatural analogues, demonstrating weak to moderate antimicrobial activities of 1 against Gram-positive Kocuria rhizophila [minimum inhibitory concentration (MIC) of 50 μg/mL] and those of synthetic analogues against a plant pathogen Glomerella cingulata (MIC of 50 μg/mL) and a human pathogen Trichophyton rubrum (MIC of 25-50 μg/mL).

Structure–activity relationship study of hydroxyethylamine isostere and P1′ site structure of peptide mimetic BACE1 inhibitors

An aromatic substituent has been introduced into a known hydroxyethylamine (HEA)-type BACE1 inhibitor containing the superior substrate sequence to enhance inhibitory activity. The HEA-type isosteres bearing different hydroxyl group and methyl group confi

Vinyl sulfone-based inhibitors of trypanosomal cysteine protease rhodesain with improved antitrypanosomal activities

The number of reported cases of Human African Trypanosmiasis (HAT), caused by kinetoplastid protozoan parasite Trypanosoma brucei, is declining in sub-Saharan Africa. Historically, such declines are generally followed by periods of higher incidence, and one of the lingering public health challenges of HAT is that its drug development pipeline is historically sparse. As a continuation of our work on new antitrypanosomal agents, we found that partially saturated quinoline-based vinyl sulfone compounds selectively inhibit the growth of T. brucei but displayed relatively weak inhibitory activity towards T. brucei's cysteine protease rhodesain. While two nitroaromatic analogues of the quinoline-based vinyl sulfone compounds displayed potent inhibition of T. brucei and rhodesain. The quinoline derivatives and the nitroaromatic-based compounds discovered in this work can serve as leads for ADME-based optimization and pre-clinical investigations.

Synthesis and biological activity of peptide α-ketoamide derivatives as proteasome inhibitors

Proteasome activity affects cell cycle progression as well as the immune response, and it is largely recognized as an attractive pharmacological target for potential therapies against several diseases. Herein we present the synthesis of a series of pseudo

COMPOSITION FOR TREATMENT AND/OR PREVENTION OF PERIPHERAL NERVE DISORDER

The present invention provides a means for treating and/or preventing peripheral nerve disorder by facilitating regeneration of peripheral nerves. Specifically, the present invention provides a composition for treating and/or preventing peripheral nerve d