17916-88-0

Basic information

• Product Name: AC-D-VAL-OH
• Synonyms: AC-D-VALINE;AC-D-VAL-OH;ACETYL-D-VALINE;N-ALPHA-ACETYL-D-VALINE;N-ACETYL-D-VAL;N-ACETYL-D-VALINE;(R)-2-ACETYLAMINO-3-METHYL-BUTYRIC ACID;N-acetyl-D-valine sigma gr
• CAS NO: 17916-88-0
• Molecular Formula: C₇H₁₃NO₃
• Molecular Weight: 159.18
• EINECS: 241-860-9
• Product Categories: Amino Acid Derivatives;Amino Acids;Ac-Amino Acids;Amino Acids (N-Protected);Biochemistry
• Mol File: 17916-88-0.mol
• Article Data: 20

Chemical Properties

• Melting Point: 167-169℃
• Boiling Point: 362.164 °C at 760 mmHg
• Flash Point: 172.831 °C
• Appearance: /Solid
• Density: 1.095 g/cm³
• Vapor Pressure: 3.14E-06mmHg at 25°C
• Refractive Index: -12 ° (C=1, AcOH)
• Storage Temp.: −20°C
• Solubility: almost transparency in Acetic acid
• PKA: 3.62±0.10(Predicted)
• CAS DataBase Reference: AC-D-VAL-OH(CAS DataBase Reference)
• NIST Chemistry Reference: AC-D-VAL-OH(17916-88-0)
• EPA Substance Registry System: AC-D-VAL-OH(17916-88-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 17916-88-0(Hazardous Substances Data)

Usage

Description

AC-D-VAL-OH, also known as N-Acetyl-D-Valine, is an organic compound that serves as a useful intermediate in the microbial production of D-amino acids and their derivatives. It plays a crucial role in the synthesis of various biologically active molecules and pharmaceutical compounds.

Uses

Used in Pharmaceutical Industry:
AC-D-VAL-OH is used as an intermediate for the microbial production of D-amino acids and their derivatives, which are essential components in the synthesis of various pharmaceutical compounds. These D-amino acids and their derivatives have potential applications in the development of new drugs and therapeutic agents.
Used in Microbial Production:
AC-D-VAL-OH is used as a key intermediate in the microbial production process, enabling the efficient synthesis of D-amino acids and their derivatives. This process is an environmentally friendly and sustainable approach to producing these valuable compounds, which can be further utilized in various applications across different industries.

InChI:InChI=1/C7H13NO3/c1-4(2)6(7(10)11)8-5(3)9/h4,6H,1-3H3,(H,8,9)(H,10,11)

Upstream product

• 64-19-7 acetic acid 
• 516-06-3 D,L-valine 
• 75-36-5 acetyl chloride 
• 830-03-5 4-nitrophenol acetate 
• 60-35-5 acetamide 
• 201230-82-2 carbon monoxide 
• 513-42-8 3-hydroxy-2-methyl-1-propene 
• 56430-36-5 (RS)-N-acetyl valine ethyl ester 
• 52152-47-3 N-acetyl-DL-valine methyl ester 
• 6642-21-3 2-acetylamino-3-methyl-crotonic acid 
• 96-81-1 N-acetyl-D,L-valine 
• 17623-72-2 2-methyl-4-iso-propyl-4H-oxazolin-5-one 
• 194661-10-4 propyl N-acetyl-valinate 
• 194661-11-5 N-Acetyl-D,L-valin-n-butylester 

Downstream Products

• 109924-94-9 Ac-(R,S)-Val-(R,S)-PhSer-OMe 
• 114285-08-4 C₇H₁₂NO₃ 
• 72-18-4 L-valine 
• 96-81-1 N-acetyl-L-valine 
• 96574-46-8 N²-<(R)-N²-acetylvalyl>-L-phenylalanine dimethylamide 
• 96574-45-7 N²-<(S)-N²-acetylvalyl>-L-phenylalanine dimethylamide 
• 1394018-10-0 N-(3-methyl-1-(4-nitrophenyl)-1-oxobutan-2-yl)acetamide 
• 17623-72-2 2-methyl-4-iso-propyl-4H-oxazolin-5-one 
• 1072014-00-6 C₂₄H₃₄N₂O₆ 
• 1072014-01-7 C₂₄H₃₄N₂O₆ 
• 76718-84-8 2-[4-(N-acetyl-D-valylamino)phenyl]-4-hydroxy-5-pyrimidine carboxylic acid 
• 110409-07-9 Ac-(R,S)-Val-(R,S)-PhSer-OH 
• 109924-99-4 racemic Ac-Val-ΔPhe-OMe 
• 109924-97-2 racemic Ac-Val-ΔPhe-azlactone 

Relevant articles and documents

Reactivity of α-Amino Acids in the Reaction with Esters in Aqueous–1,4-Dioxane Media

The kinetics of the reaction of a series of α-amino acids with 4-nitrophenyl acetate, 4-nitrophenyl benzoate, and 2,4,6-trinitrophenyl benzoate in aqueous 1,4-dioxane medium has been studied. Kinetics of the reactions involving 4-nitrophenyl acetate and 2,4,6-trinitrophenyl benzoate has complied with the Br?nsted dependence and revealed linear correlation between rate constant logarithm and the energy difference of the frontier orbitals of α-amino acids anions.

Microwave-assisted synthesis of amide under solvent-free conditions

An efficient and environmentally friendly synthetic method for the synthesis of primary amides under microwave irradiation was described, in which the primary amine was directly reacted with acid without any catalytic agents. The reaction took place in 8-12-min, which was much shorter than the traditional synthetic methods, with almost quantitative yields. The influential factor of the reaction was discussed. The tautomerization between the carboxylic acid group and the H atom in α-carbon of L-amino acid was observed, presumably a dehydrated intermediate forming from this tautomerized isomer. Copyright Taylor & Francis Group, LLC.

Novel phosphine ligands

The invention is concerned with new phosphine ligands of the formula I wherein R1 and R2 are independently of each other alkyl, aryl, cycloalkyl or heteroaryl, said alkyl, aryl, cycloalkyl or heteroaryl may be substituted by alkyl, alkoxy, halogen, hydroxy, amino, mono- or dialkylamino, aryl, —SO2—R7, —SO3?, —CO—NR8R8′, carboxy, alkoxycarbonyl, trialkylsilyl, diarylalkylsilyl, dialkylarylsilyl or triarylsilyl; R3 is alkyl, cycloalkyl, aryl or heteroaryl; R4′ and R4 signify independently of each other hydrogen, alkyl or optionally substituted aryl; or R4′ and R4 together with the C-atom they are attached to form a 3-8-membered carbocyclic ring; dotted line is absent or is present and forms a double bond; R5 and R6 are independently of each other hydrogen, alkyl or aryl; or linked together to form a 3-8-membered carbocyclic ring or an aromatic ring; R7 is alkyl, aryl or NR8R8′; and R8 and R8′ are independently of each other hydrogen, alkyl or aryl; metal complexes with such ligands as well as the use of such metal complexes as catalysts in asymmetric reactions.