17966-60-8

Basic information

• Product Name: BZ-D-ALA-OH
• Synonyms: BZO-D-ALA-OH;BZ-D-ALANINE;BZ-D-ALA-OH;BENZOYL-D-ALANINE;BENZOYL-D-ALA-OH;N-ALPHA-BENZOYL-D-ALANINE;Z-D-ALA-OHN-BENZOYL-D-ALANINE;N-Benzoyl-D-alanine
• CAS NO: 17966-60-8
• Molecular Formula: C₁₀H₁₁NO₃
• Molecular Weight: 193.2
• Product Categories: Amino Acid Derivatives;Amino Acids
• Mol File: 17966-60-8.mol
• Article Data: 16

Chemical Properties

• Melting Point: 147-148℃
• Boiling Point: 452.3°C at 760 mmHg
• Flash Point: 227.4°C
• Appearance: /
• Density: 1.224
• Vapor Pressure: 5.7E-09mmHg at 25°C
• Refractive Index: 1.555
• Storage Temp.: Store at RT.
• CAS DataBase Reference: BZ-D-ALA-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BZ-D-ALA-OH(17966-60-8)
• EPA Substance Registry System: BZ-D-ALA-OH(17966-60-8)

Safety Data

• Hazardous Substances Data: 17966-60-8(Hazardous Substances Data)

Usage

Chemical Properties

Crystalline

InChI:InChI=1/C10H11NO3/c1-7(10(13)14)11-9(12)8-5-3-2-4-6-8/h2-7H,1H3,(H,11,12)(H,13,14)/t7-/m1/s1

Upstream product

• 57-24-9 strychnidin-10-one 
• 4452-17-9 N-benzoyl-α,β-dehydroalanine 
• 338-69-2 D-Alanine 
• 98-88-4 benzoyl chloride 
• 1569-69-3 Cyclohexanethiol 
• 51127-13-0 2-phenyl-4-methyl-4H-oxazolin-5-one 
• 107-18-6 allyl alcohol 
• 138079-74-0 (R)-2-(2-benzamidopropanoylthio)acetic acid 
• 397851-05-7 N-Benzoylalanyl chloride 
• 2198-64-3 N-Benzoylalanine 
• 180311-17-5 Benzoic acid 2'-(2-benzoylamino-propionyloxy)-[1,1']binaphthalenyl-2-yl ester 
• 161755-13-1 (1R,2S,5R)-8-Phenylmenthyl N-benzoyl-(R)-alaninate 
• 7244-67-9 methyl N-benzoylalaninate 

Downstream Products

• 56047-49-5 Bz-L-Ala-L-AlaOMe 
• 56047-50-8 Bz-D-Ala-l-AlaOMe 
• 78867-93-3 N-benzoyl-D-alanyl-L-N-methylalanine methyl ester 
• 111510-37-3 N-<3--2-(4-methoxybenzyl)propanoyl>-S-ethyl-L-cysteine 
• 7244-67-9 N-benzoyl-L-alanine methyl ester 
• 7260-27-7 (R)-N-benzoylalanine methyl ester 
• 138079-74-0 (R)-2-(2-benzamidopropanoylthio)acetic acid 
• 138079-74-0 (S)-2-(2-benzamidopropanoylthio)acetic acid 
• 165194-89-8 (R)-2-((R)-2-Benzoylamino-propionylamino)-propionic acid 
• 2198-64-3 N-benzoyl-L-alanine 
• 1073557-80-8 (2R)-N-[5-(4-bromophenyl)-1,3,4-thiadiazol-2-yl]-2-[(benzoyl)-amino]propanamide 
• 1073557-76-2 (2R)-N-[5-(4-methylphenyl)-1,3,4-thiadiazol-2-yl]-2-[(benzoyl)-amino]propanamide 
• 1073557-78-4 (2R)-N-[5-(4-fluorophenyl)-1,3,4-thiadiazol-2-yl]-2-[(benzoyl)-amino]propanamide 
• 1073557-81-9 (2R)-N-[5-(4-nitrophenyl)-1,3,4-thiadiazol-2-yl]-2-[(benzoyl)-amino]propanamide 

Relevant articles and documents

Dynamic Kinetic Resolution of N-Protected Amino Acid Esters via Phase-Transfer Catalytic Base Hydrolysis

Asymmetric base hydrolysis of α-chiral esters with synthetic small-molecule catalysts is described. Quaternary ammonium salts derived from quinine were used as chiral phase-transfer catalysts to promote the base hydrolysis of N-protected amino acid hexafluoroisopropyl esters in a CHCl3/NaOH (aq) via dynamic kinetic resolution, providing the corresponding products in moderate to good yields (up to 99%) with up to 96:4 er. Experimental and computational mechanistic studies using DFT calculation and pseudotransition state (pseudo-TS) conformational search afforded a TS model accounting for the origin of the stereoselectivity. The model suggested π-stacking and H-bonding interactions play essential roles in stabilizing the TS structures.

Chiral recognition for the two enantiomers of phenylalanine and four amino acid derivatives with (S)-phenylethylamine derived nickel(II) macrocyclic complex

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Organocatalytic asymmetric addition of alcohols and thiols to activated electrophiles: Efficient dynamic kinetic resolution and desymmetrization protocols

(Chemical Equation Presented) Bifunctional urea-based cinchona alkaloid derivatives have been shown to promote highly efficient DKR reactions of azalactones using an alcohol nucleophile. The optimum catalyst is remarkably insensitive to the steric bulk of the amino acid residue, allowing alanine-, methionine-, and phenylalanine-derived azalactones to undergo DKR with unprecedented levels of enantioselectivity using a synthetic catalyst. The first DKR of these substrates by thiols and the highly enantioselective desymmetrization of a meso-glutaric anhydride by thiolysis are also reported.