17083-26-0

Basic information

• Product Name: H-SER(TBU)-OME HCL
• Synonyms: H-L-SER(TBU)-OME HCL;H-SER(TBU)-OME HYDROCHLORIDE;H-SER(BUT)-OME HCL;O-T-BUTYL-L-SERINE METHYL ESTER HYDROCHLORIDE SALT;O-T-BUTYL-L-SERINE METHYL ESTER HYDROCHLORIDE;SERINE(TBU)-OME HCL;Butylserinemethylesterhydrochloride;o-tert-butyl-l-serinemethylesterHCl
• CAS NO: 17083-26-0
• Molecular Formula: C₈H₁₇NO₃
• Molecular Weight: 211.69
• Mol File: 17083-26-0.mol

Chemical Properties

• Boiling Point: 43 °C(Press: 0.2 Torr)
• Appearance: /
• Density: 1.003±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 6.16±0.33(Predicted)
• CAS DataBase Reference: H-SER(TBU)-OME HCL(CAS DataBase Reference)
• NIST Chemistry Reference: H-SER(TBU)-OME HCL(17083-26-0)
• EPA Substance Registry System: H-SER(TBU)-OME HCL(17083-26-0)

Safety Data

• Hazardous Substances Data: 17083-26-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
H-SER(TBU)-OME HCL is used as a building block for the synthesis of peptides, which are short chains of amino acids that have various biological functions and can be used as therapeutic agents. Its role in peptide synthesis is crucial for developing new drugs and understanding peptide-based drug mechanisms.
Used in Peptide Synthesis:
H-SER(TBU)-OME HCL is used as a modifying agent to alter the structure and function of peptides. By modifying peptides, researchers can investigate the relationship between peptide structure and activity, leading to the development of more effective and targeted pharmaceuticals.
Used in Laboratory Settings:
H-SER(TBU)-OME HCL is used in a variety of chemical reactions due to its improved solubility in polar solvents, provided by its hydrochloride form. This makes it a versatile compound for conducting experiments and exploring new chemical pathways in the lab.

Upstream product

• 540-88-5 acetic acid tert-butyl ester 
• 5680-80-8 methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride 
• 174363-87-2 methyl N-(tert-butoxycarbonyl)-O-(tert-butyl)-L-serinate 
• 1676-75-1 N-benzyloxycarbonyl-O-t-butyl-L-serine 
• 115-11-7 isobutene 
• 1872-59-9 (S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)propanoate 
• 155526-66-2 (R)-methyl 2-(benzyloxycarbonylamino)-3-t-butoxypropanoate 

Downstream Products

• 2583-50-8 N-Z-O-tert-butyl-L-threonyl-O-tert-butyl-L-serine methyl ester 
• 1250965-42-4 C₁₉H₂₈ClN₃O₆ 
• 71989-33-8 Nα-(9-fluorenylmethoxycarbonyl)-D-serine-tert-butyl ether 
• 928321-84-0 methyl (2S)-2-anilino-3-tert-butoxypropanoate 
• 928321-88-4 methyl (2R)-2-anilino-3-tert-butoxypropanoate 
• 1640012-47-0 C₂₄H₃₇N₃O₆ 
• 670278-82-7 (S)-methyl 2-(benzylamino)-3-(tert-butoxy)propanoate 
• 1453185-70-0 N-isobutyroyl-5’-L-Ser(Ot-Bu) methyl ester-2’,3’-di-O-(carbobenzyloxy)guanosine 
• 958945-32-9 C₃₆H₅₇N₅O₈ 
• 1262482-88-1 C₃₁H₄₉N₅O₈ 
• 1192373-41-3 C₂₉H₄₄N₄O₈ 
• 1192373-40-2 C₂₉H₄₆N₄O₉ 
• 1262482-87-0 C₃₃H₄₆N₄O₇ 
• 1262482-86-9 C₂₈H₄₂N₄O₈ 

Relevant articles and documents

Preparation method of fmoc-O-tert-butyl-L-serine

The invention discloses a preparation method of fmoc-O-tert-butyl-L-serine. The method comprises the steps that 1, L-serine and a methanol solution are added into a reaction container, and under stirring, SOCl2 is added dropwise for reflux reaction to obtain L-serine methyl ester hydrochloride; 2, the L-serine methyl ester hydrochloride is added into tert-butyl acetate, and a catalyst is added forreaction to obtain O-tert-butyl-L-serine methyl ester; 3, the O-tert-butyl-L-serine methyl ester is added into alkaline liquid for saponification reaction to obtain an O-tert-butyl-L-serine aqueous solution; 4, an organic solvent and NaCO3 are added into O-tert-butyl-L-serine, then fmoc n-hydroxysuccinimide este is added to adjust a pH value to be 8-10, and extraction separation is conducted to obtain the fmoc-O-tert-butyl-L-serine. In the preparation method, the L-serine, methanol and SOCl2 are adopted as raw materials, and through the reflux reaction, the L-serine methyl ester hydrochlorideis prepared; the reaction is carried out in liquid phases respectively, and is safe and pollution-free.

A protic ionic liquid catalyzed strategy for selective hydrolytic cleavage of tert-butyloxycarbonyl amine (N-Boc)

A simple, mild and efficient strategy for selective hydrolytic cleavage of the N-tert-butyloxycarbonyl (Boc) group is devised using a protic ionic liquid as an efficient catalyst. The deprotection reaction proceeded well for N-Boc protected aromatic, heteroaromatic, aliphatic compounds, and chiral amino acid esters and peptides. A wide range of labile protecting groups such as tert-butyl ester, tert-butyl ether, benzyloxycarbonyl (Cbz), TBDMS, O-Boc and S-Boc remained unaffected under the reaction conditions. This journal is

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.

Stereogenic evolution of clasto-lactacystin β-lactone from L-serine

Reported herein is a novel synthesis of clasto-lactacystin β-lactone. The γ-lactam core was selectively prepared by an intramolecular C-H insertion to establish the stereocenter, C(6). The ensuing construction of the quaternary C(5) and carbinol C(9) cent

Novel conformationally constrained analogues of diacylglycerol. Protein kinase C binding affinity of simplified compounds based on a 6-membered lactam moiety

Four configurational isomers of 6-hydroxymethyl-3-isopropyl-4-tetradecylpiperazin-2-ones (4-7), which were designed based on information obtained from the biologically active conformation of teleocidins and benzolactams, were synthesized and evaluated for