94820-26-5

Usage

Uses

Used in Organic Chemistry:
L-Threonine, O-[(1,1-dimethylethyl)dimethylsilyl]-N-[(phenylmethoxy)carbonyl]is used as a protected amino acid in organic chemistry for the synthesis of complex molecules.
Used in Peptide Synthesis:
L-Threonine, O-[(1,1-dimethylethyl)dimethylsilyl]-N-[(phenylmethoxy)carbonyl]is used as a protected building block in peptide synthesis for the preparation of peptides with specific functions and properties.
Used in Pharmaceutical Research:
L-Threonine, O-[(1,1-dimethylethyl)dimethylsilyl]-N-[(phenylmethoxy)carbonyl]is used as a key intermediate in the development of pharmaceutical compounds for various therapeutic applications.
Used in Biochemical Research:
L-Threonine, O-[(1,1-dimethylethyl)dimethylsilyl]-N-[(phenylmethoxy)carbonyl]is used as a research tool in biochemical studies to investigate the structure and function of proteins and peptides.

Upstream product

• 104410-78-8 (2S,3R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)butanoate 
• 19728-63-3 N-benzyloxycarbonyl-L-treonine 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 501-53-1 benzyl chloroformate 
• 57224-63-2 methyl (2S,3R)-2-(benzyloxycarbonylamino)-3-hydroxybutyrate 

Downstream Products

• 112162-29-5 (3S,4R)-1-diazo-3-benzyloxycarbonylamino-4-(tert-butyldimethylsilyloxy)pentan-2-one 
• 104197-69-5 N-(benzyloxycarbonyl)-O-(tert-butyldimethylsilyl)-L-threonine 2-pyridyl thiol ester 
• 94820-27-6 (-)-(1R,2R,3S)-2-(3-(N-benzyloxycarbonyl-O-t-butyldimethylsilyl-L-threonyloxy)-1-n-butyl-2-isobutylcarbonyloxybutyl)-4,5-diphenyloxazole 
• 104197-61-7 N^α-linoleyl-N^δ-(tert-butoxycarbonyl)-L-ornithinyl-O-(tert-butyldimethylsilyl)-L-threonyl-4(R)-hydroxy-L-prolyl-3(R)-hydroxy-L-homotyrosinyl-L-threonyl-3(S)-hydroxy-4(S)-methyl-L-proline methyl ester 
• 104213-53-8 N-(benzyloxycarbonyl)-O-(tert-butyldimethylsilyl)-L-threonyl-4(R)-hydroxy-L-prolyl-3(R)-hydroxy-L-homotyrosinyl-L-threonyl-3(S)-hydroxy-4(S)-methyl-L-proline methyl ester 
• 104197-70-8 N-(benzyloxycarbonyl)-O-(tert-butyldimethylsilyl)-L-threonyl-4(R)-hydroxy-L-proline 
• 108543-83-5 N-(benzyloxycarbonyl)-L-valyl-O-(tert-butyldimethylsilyl)-L-threonine 
• 106391-79-1 N-(benzyloxycarbonyl)-O-(tert-butyldimethylsilyl)-L-threonyl-4(R)-hydroxy-L-prolyl-3(R)-hydroxy-L-homotyrosinyl-L-threonyl-3(S)-hydroxy-4(S)-methyl-L-proline amide 
• 1084953-75-2 Z-Thr(OTBS)-N-allyl-Ala-OBn 
• 1178587-21-7 C₃₃H₅₆N₄O₈Si 
• 144607-45-4 3-Methyl-butyric acid (2R,3S,6S,7R,8S)-3-benzyloxycarbonylamino-8-butyl-2,6-dimethyl-4,9-dioxo-[1,5]dioxonan-7-yl ester 
• 94820-29-8 (2S,3R)-2-Benzyloxycarbonylamino-3-hydroxy-butyric acid (1S,2R,3R)-3-dibenzoylaminocarbonyl-1-methyl-2-(3-methyl-butyryloxy)-heptyl ester 
• 94820-28-7 (+)-(1R,2R,3S)-2-(3-(N-benzyloxycarbonyl-L-threonyloxy)-1-n-butyl-2-isobutylcarbonyloxybutyl)-4,5-diphenyloxazole 
• 41955-12-8 (+)-(3S,4R,7R,8R,9S)-3-benzyloxycarbonylamino-7-n-butyl-4,9-dimethyl-1,5-dioxa-8-isobutylcarbonyloxycyclononane-2,6-dione 

Relevant academic research and scientific papers

PROCESS AND INTERMEDIATES FOR SYNTHESIS OF PEPTIDE COMPOUNDS

Disclosed is a new process and intermediates for preparing dipyrrolidine peptide compounds such as, for example, rapastinel. Advantageously, the process may be industrially scalable and cost-effective and use less toxic reagents and/or solvents. Further, the process may be used to prepare peptide compounds having improved purity.

Total Synthesis of (+)-Prunustatin A: Utility of Organotrifluoroborate-Mediated Prenylation and Shiina MNBA Esterification and Macrolactonization to Avoid a Competing Thorpe-Ingold Effect Accelerated Transesterification

A convergent total synthesis of (+)-prunustatin A is described through the assembly of two key fragments and a macrolactonization. Shiina MNBA couplings were used for the formation of each of the four ester bonds in the tetralactone ring, including the key macrocyclization which was essential to minimize competing Thorpe-Ingold accelerated transesterification. Other key steps included an organoboron-based prenylation using potassium prenyltrifluoroborate and a carbonyldiimidazole-mediated coupling to form the salicylamide.

N-methyl-D-aspartate receptor modulators and methods of making and using same

Disclosed are compounds having enhanced potency in the modulation of NMDA receptor activity. Such compounds are contemplated for use in the treatment of diseases and disorders, such as learning, cognitive activities, and analgesia, particularly in alleviating and/or reducing neuropathic pain. Orally available formulations and other pharmaceutically acceptable delivery forms of the compounds, including intravenous formulations, are also disclosed.

An organotrifluoroborate-based convergent total synthesis of the potent cancer cell growth inhibitory depsipeptides kitastatin and respirantin

The total syntheses of the highly cytotoxic neo-antimycin macrocyclic depsipeptide natural products kitastatin and respirantin have been accomplished in a convergent manner using MNBA promoted esterifications and an efficient C- and N-terminus bis-deprote

SPIRO-LACTAM NMDA RECEPTOR MODULATORS AND USES THEREOF

Disclosed are compounds having enhanced potency in the modulation of NMDA receptor activity. Such compounds are contemplated for use in the treatment of conditions such as depression and related disorders. Orally available formulations and other pharmaceutically acceptable delivery forms of the compounds, including intravenous formulations, are also disclosed.

A synthetic approach to diverse 3-acyltetramic acids via O- to C-acyl rearrangement and application to the total synthesis of penicillenol series

For the efficient approach to medicinally important α-branched 3-acyltetramic acids, the key reaction of O- to C- acyl rearrangement using α-amino-acid-derived 4-O-acyltetramic acids was extensively examined in the presence of various metal salts. Use of

Synthesis of methyl sulfomycinate, sulfomycinic amide and sulfomycinine, degradation products of the sulfomycin thiopeptide antibiotics

The convergent synthesis of methyl sulfomycinate and sulfomycinic amide, two acidic methanolysis products of the sulfomycin thiopeptide antibiotics, is achieved starting from diethoxyacetonitrile. Further confirmation of structure is obtained by heating m

Synthesis of tripeptide hydrolysate from papuamide A: Determination of absolute stereostructure of β-methoxytyrosine

Four diastereomers, (2R, 3R), (2S, 3S), (2S, 3R) and (2R, 3S) at β-methoxytyrosine (β-OMeTyr), of the tripeptide hydrolysate, H-(S)-N-MeThr-β-OMeTyr-(S)-Hpr-OH, from papuamide A have been synthesized. Comparison of the 1H NMR data of the natura

Synthesis of N-protected N-methyl serine and threonine

Two efficient and convenient syntheses of N-Cbz and N-Fmoc N-methyl serine and threonine are described. The amino acid side-chain alcohol can be protected as a TBDMS ether in very good yield or left free, followed by the formation and subsequent reduction of the corresponding oxazolidinone.

Synthetic Studies on Antifungal Cyclic Peptides, Echinocandins. Stereoselective Total Synthesis of Echinocandin D via a Novel Peptide Coupling

Synthetic studies on the novel fungicidal oligopeptides, echinocandins (1b and 1c), are described.The constituent amino acids 5-8 were synthesized in a stereocontrolled manner from the chiral starting materials, 5a, 6a and 7a, respectively.The coupling of these amino acids was characterized by the use of unprotected amino acid as the C-terminal and 2-pyridyl thiol ester as the N-terminal, and the coupling was performed in the presence of 1-(trimethylsilyl)imidazole (TMSIm) or a catalytic amount of tert-amine to give C-terminal free dipeptides, 14 and 16a, respectively, which were converted to the pentapeptide 17a, a common intermediate for the synthesis of 1b and 1c.The synthesis of 1c was achieved by the cyclization of the hexapeptide 24b.