89985-86-4

Usage

Uses

Used in Pharmaceutical Industry:
(R)-tert-butyl 1-hydroxybut-3-en-2-ylcarbaMate is used as a potential candidate for the development of new drugs or therapeutic agents. Its structure and properties make it a promising option for further research and exploration in drug discovery and development.
Used in Chemical and Industrial Processes:
(R)-tert-butyl 1-hydroxybut-3-en-2-ylcarbaMate is used for its unique chemical composition and reactivity, which may offer benefits in various chemical and industrial processes. Further studies and investigations are necessary to fully understand the potential uses and applications of (R)-tert-butyl 1-hydroxybut-3-en-2-ylcarbaMate in these fields.

Upstream product

• 91103-40-1 ((R)-1-Hydroxymethyl-3-methanesulfinyl-propyl)-carbamic acid tert-butyl ester 
• 115378-31-9 N-Boc-2,2-dimethyl-4-ethenyloxazolidine 
• 115378-31-9 tert-butyl (4R)-2,2-dimethyl-4-vinyloxazolidine-3-carboxylate 
• 133625-87-3 tert-butyl (4S)-2,2-dimethyl-4-vinyl-1,3-oxazolidine-3-carboxylate 
• 108-22-5 Isopropenyl acetate 
• 169324-82-7 N-tert-butoxycarbonyl-N-(1-hydroxymethyl-2-propenyl)amine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 89985-60-4 (R)-2-aminobut-3-en-1-ol 
• 2766-43-0 N-tert-butyloxycarbonyl-L-serine methyl ester 
• 95715-87-0 (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine 
• 108149-60-6 methyl [(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]carboxylate 
• 91177-57-0 tert-butyl (1R)-1-(hydroxymethyl)-3-(methylsulfanyl)propylcarbamate 
• 930-22-3 epoxybutene 
• 88000-67-3 tert-butyl benzoylimidocarboxylate 

Downstream Products

• 156714-71-5 (3S,5S)-2-benzyl-5-((1S)-1-tert-butoxycarbonylamino-2-hydroxyethyl)-3-tridecylisoxazolidine 
• 156714-72-6 (3S,5R)-2-benzyl-5-((1S)-1-tert-butoxycarbonylamino-2-hydroxyethyl)-3-tridecylisoxazolidine 
• 156714-70-4 (3R,5R)-2-benzyl-5-((1S)-1-tert-butoxycarbonylamino-2-hydroxyethyl)-3-tridecylisoxazolidine 
• 91103-36-5 N-tert.-butyloxycarbonyl-L-serinal 
• 92085-86-4 (+)-tert-butyl {(1R)-1-[(benzyloxy)methyl]prop-2-en-1-yl}carbamate 
• 89985-60-4 (R)-2-aminobut-3-en-1-ol 
• 917365-48-1 C₂₆H₃₁BrN₂O₆S 
• 917365-50-5 C₂₆H₃₁BrN₂O₆S 
• 917365-69-6 C₃₆H₃₉BrN₄O₁₀S₂ 
• 917365-56-1 C₂₆H₂₉BrN₂O₆S 
• 917365-72-1 C₃₄H₃₅BrN₄O₁₀S₂ 
• 916763-94-5 (2R,1'S,3S,4S)-Nα-Boc-3,4-(Z-aminomethano)prolinol 
• 916763-88-7 (2R,1'S,3S,4S)-Nα-Boc-3,4-(dibenzylaminomethano)prolinol 
• 916763-87-6 (2R,1'S,3S,4S)-Nα-Boc-O-tert-butyldimethylsilyl-3,4-(dibenzylaminomethano)prolinol 

Relevant academic research and scientific papers

Discovery of 4,7-Diamino-5-(4-phenoxyphenyl)-6-methylene-pyrimido[5,4- b]pyrrolizines as Novel Bruton's Tyrosine Kinase Inhibitors

An alternative medicinal chemistry approach was conducted on Bruton's tyrosine kinase (BTK) inhibitor 1 (ibrutinib) by merging the pyrazolo[3,4-d]pyrimidine component into a tricyclic skeleton. Two types of compounds were prepared, and their biochemical activities on BTK as well as stereochemistry effects were determined. Structural optimization focusing on the reactive binding group to BTK Cys481 and on the metabolic site guided by metabolic study were conducted. 7S was identified as the most potent showing an IC50 value of 0.4 nM against BTK and 16 nM against BTK-dependent TMD8 cells. Compared to 1, 7S was slightly more selective with strong inhibition on the B-cell receptor signaling pathway. In a TMD8 cell-derived animal xenograft model, 7S showed a relative tumor volume of 5.3 at 15 mg/kg QD dosage that was more efficacious than 1 (RTV 6.6) at a higher dose of 25 mg/kg QD. All these results suggest 7S as a new BTK inhibitor worthy of further profiling.

Synthesis of a cisplatin derivative from lithocholic acid

A new steroidal-platinum(II) hybrid compound was synthesized using a simple and efficient methodology. The synthesis was performed by a convergent approach with cross metathesis (CM) as a key step. An olefin derived from lithocholic acid and a vinyl substituted ethylenediamine derived from L-serine were used as chiral building blocks, which were combined in the CM step. The most important advantage of this method was the utilization of L-serine as a cheap, stereoisomerically pure substrate. A steroid with a diamino system in the side chain was subjected to reaction with potassium tetrachloroplatinate to obtain the target platinum(II) complex. Attempts to synthesize similar diamine systems using the asymmetric Strecker reaction were unsuccessful.

Modular Construction of Protected 1,2/1,3-Diols, -Amino Alcohols, and -Diamines via Catalytic Asymmetric Dehydrative Allylation: An Application to Synthesis of Sphingosine

A new enantioselective catalysis has been developed for the one-step construction of methylene-bridged chiral modules of 1,2- and 1,3-OH and/or NH function(s) from δ- or λ-OH/NHBoc-substituted allylic alcohols and H2C=O / H2C=NBoc . A protonic nucleophile, either in situ-generated CH2OH or CH2NHBoc, is intramolecularly allylated to furnish eight possible 1,2- or 1,3-O,O, -O,N, -N,O, and -N,N chiral modules equipped with an ethenyl group in high yields and enantioselectivities. The utility of this method has been demonstrated in the five-step synthesis of sphingosine.

TRICYCLIC FUSED THIOPHENE DERIVATIVES AS JAK INHIBITORS

The present invention provides tricyclic fused thiophene derivatives, as well as their compositions and methods of use, that modulate the activity of Janus kinase (JAK) and are useful in the treatment of diseases related to the activity of JAK including, for example, inflammatory disorders, autoimmune disorders, cancer, and other diseases.

Progress toward the total synthesis of lucentamycin A: Total synthesis and biological evaluation of 8-epi-lucentamycin A

(Chemical Equation Presented) Synthetic efforts toward the cytotoxic peptides lucentamycins A-D are described that resulted in the total synthesis and biological evaluation of 8-epi-lucentamycin A in 15 steps with 2.2% overall yield. The key epinonproteog

Enantioselective iridium-catalyzed allylic aminations of allylic carbonates with functionalized side chains. Asymmetric total synthesis of (S)-vigabatrin

Indium-catalyzed aminations of allylic carbonates containing a variety of O-functional groups have been explored. High degrees of regio- as well as enantioselectivity were achieved with diacylamides under salt-free conditions and with arylamines. The results allowed the antiepilepsy drug (5)-vigabatrin to be prepared via a very short route.

Dynamic kinetic asymmetric allylic amination and acyl migration of vinyl aziridines with imido carboxylates

(Chemical Equation Presented) An atom-economical method has been developed for the preparation of chiral vicinal diamines through a dynamic kinetic asymmetric allylic amination and acyl-group migration of vinyl aziridines with imido carboxylates. Application of the asymmetric transformation enabled the concise synthesis of the azepane core 1 of (+)-balanol and its syn analogue.

An oligomer-based approach to skeletal diversity in small-molecule synthesis

Access to small molecules of widely varying molecular shapes has been identified as an enabling step in the discovery of biologically active materials. In this communication we introduce an approach to the systematic development of architecturally distinc

An improved synthesis of 3,4-(aminomethano)proline and its incorporation into small oligopeptides

Starting from the readily available Garner aldehyde, a new synthesis of diastereomerically and enantiomerically pure 3,4-(aminomethano)prolinol (2R,1′S,3S,4S)-17 has been developed using simple and easily scalable transformations. The protected diamino al

Synthesis of enantiomerically pure (+)- and (-)-protected 5-aminomethyl-1,3-oxazolidin-2-one derivatives from allylamine and carbon dioxide

The stereoselective synthesis of enantiomerically pure (5R)- and (5S)-aminomethyl-oxazolidinones with different protecting groups have been carried out from an allyl amine as the source of the carbon backbone. The key reaction is the high yield iodiocyclization of enantiomerically pure allylphenethyl amine in the presence of carbon dioxide.