ChemicalBook > CAS DataBase List > AC-D-ALA-OH

AC-D-ALA-OH

Product Name
AC-D-ALA-OH
CAS No.
19436-52-3
Chemical Name
AC-D-ALA-OH
Synonyms
Ac-D-Ala;NSC 203819;AC-D-ALA-OH;AC-D-ALANINE;N-Ac-D-Ala-OH;N-ACETYL-D-ALA;ACETYL-D-ALANINE;N-ACETYL-D-ALANINE;(R)-N-Acetylalanine;D-Alanine, N-acetyl-
CBNumber
CB9744334
Molecular Formula
C5H9NO3
Formula Weight
131.13
MOL File
19436-52-3.mol
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AC-D-ALA-OH Property

Melting point:
125 °C
Boiling point:
369.7±25.0 °C(Predicted)
Density 
1.170
storage temp. 
-20°C
solubility 
Soluble in water or 1% acetic acid
pka
3.69±0.10(Predicted)
form 
Solid
color 
White to off-white
Water Solubility 
Slightly soluble in water.
InChIKey
KTHDTJVBEPMMGL-VKHMYHEASA-N
LogP
-1.638 (est)
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Safety

WGK Germany 
3
HS Code 
2922498590
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A4375
Product name
N-Acetyl-D-alanine
Packaging
1g
Price
$128.8
Updated
2025/07/31
TCI Chemical
Product number
A3481
Product name
Ac-D-Ala-OH
Packaging
5G
Price
$60
Updated
2025/07/31
TCI Chemical
Product number
A3481
Product name
Ac-D-Ala-OH
Packaging
25G
Price
$182
Updated
2025/07/31
Chem-Impex
Product number
02605
Product name
Acetyl-D-alanine
Purity
≥ 98% (Assay)
Packaging
1G
Price
$15
Updated
2021/12/16
Chem-Impex
Product number
02605
Product name
Acetyl-D-alanine,98%(Assay)
Purity
98%(Assay)
Packaging
5G
Price
$44.8
Updated
2021/12/16
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AC-D-ALA-OH Chemical Properties,Usage,Production

Chemical Properties

White crystal powder

Uses

N-Acetyl-D-alanine may be used with other D-aminoacylated amino acids as a substrate for the identification, differentiation and characterization of D-aminoacylase(s)/amidohydrolase(s). N-acetyl-D-alanine may be used to study aglycon pocket specific binding on vancomycin.

Biochem/physiol Actions

N-Acetyl-D-alanine may be used with other D-aminoacylated amino acids as a substrate for the identification, differentiation and characterization of D-aminoacylase(s)/amidohydrolase(s). N-acetyl-D-alanine may be used to study aglycon pocket specific binding on vancomycin.

Synthesis

5429-56-1

19436-52-3

The general procedure for the synthesis of N-acetyl-D-alanine from 2-acetamidoacrylic acid is as follows: the substrate (Eq. 3), enantiomeric excess (ee), and absolute stereoconfigurations of the chiral products (Eq. 2) prepared by asymmetric hydrogenation using a chiral catalyst precursor are listed in Table 3. The catalyst precursor was (S)-(+)-(2-{[(di-tert-butyl)-[phosphinylidene]-methyl]-methyl-phosphinyl}-2-methyl-propyl)-(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate (Eq. 23). For each entry in Table 3, the catalyst precursor (0.01 mmol) was dissolved in degassed methanol (1 mL) in a Griffin-Worden pressure vessel equipped with the accessories required for connection to a hydrogen cylinder. The substrate (1 mmol) was first dissolved in methanol (4 mL) and then delivered via syringe into the catalyst-methanol solution. The vessel was sealed and pressurized to 50 psi H2. The time to completion of the reaction was determined by monitoring the cessation of H2 gas absorption. Table 3: Enantioselectivity of chiral compounds prepared by asymmetric hydrogenation of prechiral substrates (Formula 2) (Formula 3) Example R1 R2 R3 R4 X ee Configuration.5 AcNH H H CO2H >99% R 6 AcNH Ph H H CO2H >99% R 7 AcNH H H CO2Me >99% R 8 AcNH Ph H H CO2Me >99% R 9 AcNH - C5H10- CO2Me 99% R For each reaction shown in Table 3, the enantiomeric excess was determined by chiral gas chromatography (GC) or chiral high performance liquid chromatography (HPLC). Table 4 provides details of the ee determination methods. To determine the ee of N-acetylalanine (Example 5) and N-acetylphenylalanine (Example 6), each compound was treated with trimethylsilyl diazomethane, which was converted to its corresponding methyl ester, and analyzed as described in Example 7 or Example 8, respectively. Absolute stereochemical configurations were determined by comparing the sign of the spinodal and literature values: (S)-N-acetylalanine methyl ester [α]20D = -91.7° (c 2, H2O), JP Wolf III C. Neimann, Biochemistry 2: 493 (1963); (S)-N-acetylphenylalanine methyl ester [α]20D = + 16.4° (c 2, MeOH), B.D. Vineyard et al, J. Am. Chem. Soc. 99: 5946 (1997); (S)-N-acetylcyclohexylglycine methyl ester [α]20D = -4.6° (c = 0.13, EtOH), M.J. Burk et al, J. Am. Chem. Soc. 117: 9375 (1995). Table 4: Conditions for Enantiomeric Excess Determination Example Method Column Mobile Phase Flow Rate Column Temperature Concentration Retention Time-R Retention Time-S5 Capillary GC Chrompack Chiral-Daicel - - 120°C - 10.5 min 11.0 min 6 HPLC Chiralcel OJ 10% IPA/hexane 1 mL/min 30°C 2 mg/mL 11.6 min 17.7 min9 Capillary GC Chirasil-L-Val - - 145°C - 11.3 min 12.0 min

References

[1] Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 308 - 323
[2] Angewandte Chemie, 1987, vol. 99, # 9, p. 921 - 922
[3] Tetrahedron Letters, 1984, vol. 25, # 43, p. 4965 - 4966
[4] Journal of Organic Chemistry, 1980, vol. 45, # 23, p. 4728 - 4739
[5] Journal of the American Chemical Society, 1981, vol. 103, # 9, p. 2273 - 2280

AC-D-ALA-OH Preparation Products And Raw materials

Raw materials

Preparation Products

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AC-D-ALA-OH Suppliers

BOC Sciences
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View Lastest Price from AC-D-ALA-OH manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
AC-D-ALA-OH 19436-52-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98
Supply Ability
10000KGS
Release date
2025-12-03
Hebei Chuanghai Biotechnology Co., Ltd
Product
AC-D-ALA-OH 19436-52-3
Price
US $9.90/KG
Min. Order
1KG
Purity
99%
Supply Ability
5tons
Release date
2024-12-05
Sichuan Jiaying Lai Technology Co.,LTD
Product
Ac-D-Ala-OH 19436-52-3
Price
US $1.00/g
Min. Order
1g
Purity
98%
Supply Ability
100KG
Release date
2019-07-17

19436-52-3, AC-D-ALA-OHRelated Search:


  • D-Alanine, N-acetyl-
  • N-Ac-D-Ala-OH
  • Acetyl-D-alanine≥ 98% (Assay)
  • (2R)-2-acetamidopropanoic acid
  • ACETYL-D-ALANINE
  • AC-D-ALANINE
  • AC-D-ALA-OH
  • N-ALPHA-ACETYL-D-ALANINE
  • N-ACETYL-D-ALA
  • N-ACETYL-D-ALANINE
  • N-acetyl-D-alanine sigma gr
  • N-Acetyl-D-α-alanine;N-Acetyl-D-alanine
  • D-Alanine, N-acetyl- (9CI)
  • N-alpha-Actetyl-D-alanine
  • (R)-2-ACETAMIDOPROPANOIC ACID
  • (2R)-2-(Acetylamino)propionic acid
  • (R)-2-(Acetylamino)propanoic acid
  • (R)-2-(Acetylamino)propionic acid
  • N-Acetyl-D-alanine-d4
  • (R)-N-Acetylalanine
  • NSC 203819
  • (2S)-2-(Acetylamino)propanoic acid
  • N-Acetyl-D-alanine,98%
  • (2R)-2-acetamidopropanoicaci
  • AC-D-ALA-OH USP/EP/BP
  • acetyl-dextro-alanine
  • Ac-D-Ala
  • N-Acetyl-<sc>D</sc>-alanine
  • 19436-52-3
  • Modified Amino Acids
  • A - H
  • Amino Acids and Peptides
  • Biochemicals and Reagents
  • BioChemical
  • Amino Acids and Derivatives
  • Amino Acid Derivatives
  • A - H
  • Amino Acids
  • Modified Amino Acids
  • Amino Acids
  • GLYCINESCAFFOLD
  • Pharmaceutical intermediates
  • amino