52785-41-8

Basic information

• Product Name: Z-THR(TBU)-OME
• Synonyms: N-ALPHA-CARBOBENZOXY-L-THREONINE-T-BUTYL ETHER METHYL ESTER;Z-O-T-BUTYL-L-THREONINE METHYL ESTER;Z-THR(TBU)-OME;O-(1,1-Dimethylethyl)-N-[(benzyloxy)carbonyl]-L-threonine methyl ester;methyl N-((benzyloxy)carbonyl)-O-(tert-butyl)-L-threoninate
• CAS NO: 52785-41-8
• Molecular Formula: C₁₇H₂₅NO₅
• Molecular Weight: 323.38
• Mol File: 52785-41-8.mol

Chemical Properties

• Boiling Point: 444.4±45.0 °C(Predicted)
• Appearance: /
• Density: 1.100±0.06 g/cm3(Predicted)
• PKA: 10.52±0.46(Predicted)
• CAS DataBase Reference: Z-THR(TBU)-OME(CAS DataBase Reference)
• NIST Chemistry Reference: Z-THR(TBU)-OME(52785-41-8)
• EPA Substance Registry System: Z-THR(TBU)-OME(52785-41-8)

Safety Data

• Hazardous Substances Data: 52785-41-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
Z-THR(TBU)-OME is utilized as a key component in the development of new drug molecules, particularly for its role in peptide synthesis. Its stability and bioavailability make it a preferred choice for researchers working on the design and synthesis of novel pharmaceutical compounds.
Used in Organic Chemistry:
In the field of organic chemistry, Z-THR(TBU)-OME serves as a valuable tool for studying peptide interactions. Its enhanced solubility and stability, attributed to the presence of a tert-butyl group, allow for more efficient and effective experimentation and analysis of peptide behavior.
Used in Peptide Synthesis:
Z-THR(TBU)-OME is employed as a building block in peptide synthesis, where its stability and bioavailability are crucial for the successful formation of peptide bonds. Its use in this application contributes to the development of peptides with specific biological activities and therapeutic potentials.

Upstream product

• 16966-09-9 N-Z-O-tert-butyl-L-threonine 
• 74-88-4 methyl iodide 
• 57224-63-2 methyl (2S,3R)-2-(benzyloxycarbonylamino)-3-hydroxybutyrate 
• 115-11-7 isobutene 
• 83824-81-1 (2S,3S)-3-methylaziridine-1,2-dicarboxylic acid 1-benzylester 2-methyl ester 
• 75-65-0 tert-butyl alcohol 
• 186581-53-3 diazomethane 
• 16966-09-9 N-benzyloxycarbonyl-O-t-butyl-L-threonine 
• 83860-98-4 (2S,3S)-H-3-MeAzy-OMe 
• 16966-07-7 (2S,3R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)butanoic acid dicyclohexylammonium salt 
• 501-53-1 benzyl chloroformate 
• 57224-63-2 Z-DL-Thr-OMe 
• 57224-63-2 Z-DL-aThr-OMe 

Downstream Products

• 189337-28-8 Fmoc-Thr(t-Bu)-ol 
• 42417-73-2 Z-N-Me-DL-aThr(t-Bu)-OH 
• 16966-09-9 Z-DL-aThr(t-Bu)-OH 
• 42417-73-2 Z-N-Me-DL-Thr(t-Bu)-OH 
• 16966-09-9 Z-DL-Thr(t-Bu)-OH 
• 1628805-46-8 IDH-305 
• 75189-63-8 N^α'-(triphenylmethylglycyl-asparaginyl-leucyl-O-tert-butylseryl-O-tert-butylthreonyl)-N^α-tert-butyloxycarbonylcystathionine α'-hydrazide 
• 75189-62-7 N^α'-(triphenylmethylglycyl-asparaginyl-leucyl-O-tert-butylseryl-O-tert-butylthreonyl)-N^α-tert-butyloxycarbonylcystathionine α'-methyl ester 
• 75189-60-5 triphenylmethylglycyl-asparaginyl-leucyl-O-tert-butylseryl-O-tert-butylthreonine hydrazide 
• 75189-59-2 triphenylmethylglycyl-asparaginyl-leucyl-O-tert-butylseryl-O-tert-butylthreonine methyl ester 
• 75189-57-0 N-o-nitrobenzenesulphenylasparaginyl-leucyl-O-tert-butylseryl-O-tert-butylthreonine methyl ester 
• 75189-54-7 N-o-nitrobenzenesulphenylleucyl-O-tert-butylseryl-O-tert-butylthreonine methyl ester 
• 75189-52-5 N-o-nitrobenzenesulphenyl-O-tert-butylseryl-O-tert-butylthreonine methyl ester 
• 4378-13-6 (O-tert-butyl)-L-threonine 

Relevant articles and documents

Synthesis method of Fmoc-O-tert-butyl-L-threoninol

The present invention relates to a synthesis method of Fmoc-O-tert-butyl-L-threoninol, and mainly solves the technical problems that in a process of Fmoc-thr(tbu)-oh reduction by sodium borohydride, the reaction temperature is strictly required and a FMoc protecting group is decomposed, resulting in low yield and high cost. The synthesis method of the invention comprises the following steps: a. L-threonine reacts with thionyl chloride to form L-threonine methyl ester hydrochloride; b. the L-threonine methyl ester hydrochloride under the action of sodium hydroxide is reacted with benzyl chloroformate to produce z-thr-ome; c. the Z-thr-ome reacts with introduced isobutene in the presence of methylene chloride and concentrated sulfuric acid, and alkali adjustment treatment is carried out to obtain z-thr (tbu)-ome; d. in the presence of acetone and water, the Z-thr(tbu)-ome is saponified with added alkali to obtain z-thr(tbu)-oh; e. the Z-thr(tbu)-oh is reduced to z-thr(tbu)-ol by sodium borohydride in tetrahydrofuran; f. the z-thr(tbu)-ol is hydrogenated in methanol to obtain H-thr(tbu)-ol; and g. N-(9-fluorenylmethoxycarbonyloxy)succinimide is added to the H-thr(tbu)-ol to obtain the Fmoc-O-tert-butyl -L-threoninol.

1,2,4-OXADIAZOLE AND THIADIAZOLE COMPOUNDS AS IMMUNOMODULATORS

The present invention relates to 1,2,4-oxadiazole compounds of formula (I) and their use to inhibit the programmed cell death (PD1) signaling pathway and/or for treatment of disorders by inhibiting an immunosuppressive signal induced by PD-1,PD-L1 or PD-L2.

Anthranilimide-based glycogen phosphorylase inhibitors for the treatment of Type 2 diabetes: 2. Optimization of serine and threonine ether amino acid residues

Optimization of the amino acid residue of a series of anthranilimide-based glycogen phosphorylase inhibitors is described leading to the identification of serine and threonine ether analogs. t-Butylthreonine analog 20 displayed potent in vitro inhibition of GPa, low potential for P450 inhibition, and excellent pharmacokinetic properties.

Substituted 2-arylimino heterocycles and compositions containing them, for use as progesterone receptor binding agents

This invention relates to 2-arylimino heterocycles, including 2-arylimino-1,3-thiazolidines, 2-arylimino-2,3,4,5-tetrahydro-1,3-thiazines, 2-arylimino-1,3-thiazolidin-4-ones, 2-arylimino-1,3-thiazolidin-5-ones, and 2-arylimino-1,3-oxazolidines, and their use in modulating progesterone receptor mediated processes, and pharmaceutical compositions for use in such therapies.

Design, synthesis, and biological activities of potent and selective somatostatin analogues incorporating novel peptoid residues

We report the synthesis, bioactivity, and structure-activity relationship studies of compounds related to the Merck cyclic hexapeptide c[Pro6-Phe7-D-Trp8-Lys9-Thr10-Phe11], L-363,301 (the n

Studies on 2-Aziridinecarboxylic Acid. VI. Synthesis of β-Alkoxy-α-Amino Acids via Ring-opening Reaction of Aziridine

The reaction of aziridine derivatives having a urethane-type protecting group with several alcohols in the presence of boron trifluoride etherate afford the corresponding optically pure O-alkylserine and O-alkylthreonine derivatives via a ring-opening reaction of aziridine in good yield.