7764-95-6

Basic information

• Product Name: BOC-D-Alanine
• Synonyms: BOC-D-ALANINE;BOC-D-ALANINE-OH;BOC-D-ALA-OH;BOC-D-ALA;T-BUTYLOXYCARBONYL-D-ALANINE;N-ALPHA-TERT-BUTYLOXYCARBONYL-D-ALANINE;N-ALPHA-T-BUTOXYCARBONYL-D-ALANINE;N-ALPHA-T-BOC-D-ALA
• CAS NO: 7764-95-6
• Molecular Formula: C₈H₁₅NO₄
• Molecular Weight: 189.21
• EINECS: 1533716-785-6
• Product Categories: Protected Amino Acids;pharmacetical;Amino Acids;Alanine [Ala, A];Boc-Amino Acids and Derivative;Amino Acids (N-Protected);Biochemistry;Boc-Amino Acids;Boc-Amino acid series
• Mol File: 7764-95-6.mol
• Article Data: 68

Chemical Properties

• Melting Point: 81-84 °C
• Boiling Point: 324.46°C (rough estimate)
• Flash Point: 147.9 °C
• Appearance: White/Powder
• Density: 1.2321 (rough estimate)
• Vapor Pressure: 6.39E-05mmHg at 25°C
• Refractive Index: 26 ° (C=2, AcOH)
• Storage Temp.: -20°C
• Solubility: Chloroform, DMSO, Methanol
• PKA: 4.02±0.10(Predicted)
• BRN: 2048396
• CAS DataBase Reference: BOC-D-Alanine(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D-Alanine(7764-95-6)
• EPA Substance Registry System: BOC-D-Alanine(7764-95-6)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25-36-26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 7764-95-6(Hazardous Substances Data)

Usage

Description

BOC-D-Alanine, also known as N-tert-Boc-D-alanine, is an N-Boc-protected form of D-Alanine (A480995). D-Alanine is an amino acid that is commonly found in bacteria, such as Streptococcus faecalis. It is essential for the biosynthesis of peptidoglycan crosslinking sub-units that are used for bacterial cell walls. D-Alanine is also known to cause cytotoxic oxidative stress in brain tumor cells. BOC-D-Alanine is a white powder in its chemical form.

Uses

Used in Pharmaceutical Industry:
BOC-D-Alanine is used as a building block for the synthesis of various pharmaceutical compounds due to its unique properties as an amino acid. It plays a crucial role in the development of new drugs targeting bacterial cell wall biosynthesis and potentially in the treatment of brain tumors.
Used in Bacterial Cell Wall Research:
BOC-D-Alanine is used as a research compound for studying the biosynthesis of peptidoglycan crosslinking sub-units in bacterial cell walls. Understanding the role of D-Alanine in this process can lead to the development of novel antibiotics that target bacterial cell wall synthesis.
Used in Anticancer Research:
BOC-D-Alanine is used as a research compound in the field of anticancer drug development, particularly for brain tumors. Its cytotoxic oxidative stress properties make it a promising candidate for further investigation into its potential therapeutic applications in cancer treatment.

InChI:InChI=1/C8H15NO4/c1-5(6(10)11)9-7(12)13-8(2,3)4/h5H,1-4H3,(H,9,12)(H,10,11)/p-1/t5-/m1/s1

Upstream product

• 13303-10-1 tert-Butyl 4-nitrophenyl carbonate 
• 302-72-7 rac-Ala-OH 
• 75-65-0 tert-butyl alcohol 
• 68992-59-6 C₁₁H₁₉NO₆ 
• 57022-34-1 tert-butyl cyanoformate 
• 147252-84-4 tert-butyl (1-hydroxypropan-2-yl)carbamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 4530-20-5 BOC-glycine 
• 74-88-4 methyl iodide 
• 75-44-5 phosgene 
• 108811-48-9 tert-butyl (tert-butoxycarbonyl)alaninate 
• 909114-65-4 tert-butyl 4,6-dimethoxy-1,3,5-triazinyl carbonate 
• 117681-86-4 (1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl (tert-butoxycarbonyl)aminoacetate 
• 117049-10-2 2-tert-Butoxycarbonylamino-propionic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 

Downstream Products

• 16561-96-9 N-tert-butoxycarbonyl-DL-alanine (SR)-3-oxo-2-trityl-isoxazolidin-4-ylamide 
• 16561-96-9 N-tert-butoxycarbonyl-DL-alanine (RS)-3-oxo-2-trityl-isoxazolidin-4-ylamide 
• 62967-39-9 (6R)-3-benzyl-7t-[(N-tert-butoxycarbonyl-D-alanyl)-amino]-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester 
• 59191-01-4 Aethyl-tert-butyloxycarbonyl-D-Ala-L-Ala-p-aminobenzoat, Boc-D-Ala-L-Ala-p-NH-C₆H₄-COOEt 
• 16561-96-9 N-tert-butoxycarbonyl-D-alanine (Ξ)-3-oxo-2-trityl-isoxazolidin-4-ylamide 
• 69619-22-3 (R)-ethyl 4-(N-tert-butoxycarbonyl)amino 3-oxopentanoate 
• 63091-91-8 Boc-D-Ala-D-Glu(CH₂Ph)-NH₂ 
• 101015-33-2 N--N,N'-dicyclohexyl-harnstoff 
• 74814-07-6 Tyr-D-Ala-Gly-Phe(αMe) 
• 74814-06-5 Tyr-D-Ala-Gly-Phe(αMe)-Leu 
• 117049-10-2 (1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl (S)-2-<(tert-butoxycarbonyl)amino>propanoate 
• 135214-55-0 Boc-DL-Ala-DL-Ala-OBzl 
• 135112-44-6 Boc-DL-Ala-DL-Ala-DL-Ala-OBzl 
• 158461-97-3 {1-[2-Pyridin-2-yl-5-(2,2,2-trifluoro-ethoxy)-phenylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester 

Relevant articles and documents

Highly Stable Zr(IV)-Based Metal-Organic Frameworks for Chiral Separation in Reversed-Phase Liquid Chromatography

Separation of racemic mixtures is of great importance and interest in chemistry and pharmacology. Porous materials including metal-organic frameworks (MOFs) have been widely explored as chiral stationary phases (CSPs) in chiral resolution. However, it remains a challenge to develop new CSPs for reversed-phase high-performance liquid chromatography (RP-HPLC), which is the most popular chromatographic mode and accounts for over 90% of all separations. Here we demonstrated for the first time that highly stable Zr-based MOFs can be efficient CSPs for RP-HPLC. By elaborately designing and synthesizing three tetracarboxylate ligands of enantiopure 1,1′-biphenyl-20-crown-6, we prepared three chiral porous Zr(IV)-MOFs with the framework formula [Zr6O4(OH)8(H2O)4(L)2]. They share the same flu topological structure but channels of different sizes and display excellent tolerance to water, acid, and base. Chiral crown ether moieties are periodically aligned within the framework channels, allowing for stereoselective recognition of guest molecules via supramolecular interactions. Under acidic aqueous eluent conditions, the Zr-MOF-packed HPLC columns provide high resolution, selectivity, and durability for the separation of a variety of model racemates, including unprotected and protected amino acids and N-containing drugs, which are comparable to or even superior to several commercial chiral columns for HPLC separation. DFT calculations suggest that the Zr-MOF provides a confined microenvironment for chiral crown ethers that dictates the separation selectivity.

PEPTIDE AMIDE COMPOUND AND PREPARATION METHOD AND MEDICAL USE THEREOF

The invention provides a peptide amide compound represented by the general general formula (I), a preparation method thereof, and a medical application thereof. The compound has a novel structure, better biological activity, and better analgesic effect.

GLUCOPYRANOSYL DERIVATIVE AND USE THEREOF

Provided are a glucopyranosyl derivative as a sodium-dependent glucose transporters inhibitor, especially as a SGLT1 inhibitor, a pharmaceutically acceptable salt or a stereoisomer thereof, a pharmaceutical composition thereof, and the uses of the compound and pharmaceutical composition thereof in the preparation of drugs for the treatment of diabetes and diabetes-related diseases.