N-Acetyl-D-valine

Base Information

• Chemical Name: N-Acetyl-D-valine
• CAS No.: 17916-88-0
• Molecular Formula: C7H13NO3
• Molecular Weight: 159.185
• Hs Code.: 2924199090
• European Community (EC) Number: 241-860-9
• DSSTox Substance ID: DTXSID20170774
• Nikkaji Number: J207.922D
• ChEMBL ID: CHEMBL173343
• Mol file: 17916-88-0.mol

Synonyms:N-Acetyl-D-valine;17916-88-0;Ac-D-Val-OH;Acetyl-D-Valine;D-Valine, N-acetyl-;(2R)-2-acetamido-3-methylbutanoic acid;EINECS 241-860-9;N-Acetylvaline #;DL-Valine, N-acetyl-;(2R)-2-(acetylamino)-3-methylbutanoic acid;CHEMBL173343;SCHEMBL1203937;DTXSID20170774;BBL033860;MFCD00026457;NSC 19758;STK801799;AKOS015837753;AM82365;CS-W016181;HY-W015465;NCGC00338273-01;AS-47597;A0678;EN300-318284;F14576;AB01330628-02;A881274;J-300292

Chemical Property of N-Acetyl-D-valine

Chemical Property:

• Vapor Pressure: 3.14E-06mmHg at 25°C
• Melting Point: 167-169℃
• Refractive Index: -12 ° (C=1, AcOH)
• Boiling Point: 362.164 °C at 760 mmHg
• PKA: 3.62±0.10(Predicted)
• Flash Point: 172.831 °C
• PSA: 66.40000
• Density: 1.095 g/cm³
• LogP: 0.62260
• Storage Temp.: −20°C
• Solubility.: almost transparency in Acetic acid
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 159.08954328
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

98%,99%, ^*data from raw suppliers

Acetyl-D-valine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)O)NC(=O)C
• Isomeric SMILES: CC(C)[C@H](C(=O)O)NC(=O)C
• Uses: N-Acetyl-D-Valine is a useful intermediate for the microbial production of D-amino acids and derivatives.

Technology Process of N-Acetyl-D-valine

There total 27 articles about N-Acetyl-D-valine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + acetic acid (64-19-7,77671-22-8) → N-acetyl-D,L-valine (96-81-1,3067-19-4,7295-89-8,17916-88-0,67079-28-1,98392-56-4)

Guidance literature:

at 150 ℃; microwave irradiation;

DOI:10.1080/00397910701860372

Reference yield: 67.0%

→ N-acetyl-D,L-valine (96-81-1,3067-19-4,7295-89-8,17916-88-0,67079-28-1,98392-56-4)

Guidance literature:

Reference yield: 67.0%

acetamide (60-35-5) + carbon monoxide (201230-82-2) + isobutyraldehyde (78-84-2) → N-acetyl-D,L-valine (96-81-1,3067-19-4,7295-89-8,17916-88-0,67079-28-1,98392-56-4)

Guidance literature:

With polymer incarcerated Pd(PPh₃)4; sulfuric acid; benzyltriethylammonium bromide; In 1,4-dioxane; at 120 ℃; for 15h; under 45600 Torr;

DOI:10.1016/j.jorganchem.2004.07.017

upstream raw materials:

diethyl 2-N-acetylamino-2-isopropylmalonate

2-acetylamino-3-methyl-crotonic acid

acetic anhydride

D,L-valine

Downstream raw materials:

2-methyl-4-iso-propyl-4H-oxazolin-5-one

2-Acetamino-isovaleriansaeure-

N-acetyl-DL-valine methyl ester

3-Acetyl-4-isopropyl-5-oxazolidinone

Refernces

• 1、 Liljeblad, Arto,Kallio, Pauli,Vainio, Marita,Niemi, Jarmo,Kanerva, Liisa T.. "Formation and hydrolysis of amide bonds by lipase A from Candida antarctica; Exceptional features". scheme or table. p. 886 - 895. Retrieved 2010/06/20.
• 2、 Wang, Xiao-Jian,Yang, Qian,Liu, Fei,You, Qi-Dong. "Microwave-assisted synthesis of amide under solvent-free conditions". . p. 1028 - 1035. Retrieved 2008/09/18.