AC-Ile-ome

Base Information

• Chemical Name: AC-Ile-ome
• CAS No.: 2256-76-0
• Molecular Formula: C9H17NO3
• Molecular Weight: 187.239
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID90743252
• Nikkaji Number: J46.186E
• Wikidata: Q63409131
• Mol file: 2256-76-0.mol

Synonyms:AC-ILE-OME;2256-76-0;Methyl N-Acetyl-L-isoleucine;Ac-Isoleucine-Ome;(2S,3S)-Methyl 2-acetamido-3-methylpentanoate;methyl (2S,3S)-2-acetamido-3-methylpentanoate;N-Acetyl-L-isoleucine methyl ester;N-Acetylisoleucine methyl ester;Isoleucine, N-acetyl-, methyl ester, L-;L-Isoleucine, N-acetyl-, methyl ester, erythro-;Acetyl-L-isoleucine methyl ester;Methyl 2-(acetylamino)-3-methylpentanoate #;SCHEMBL5810979;DTXSID90743252;JPQWQTHLAKUOOA-XPUUQOCRSA-N;n-acetyl l-isoleucine methyl ester;MFCD00080833;L-Isoleucine,N-acetyl-, methyl ester;AKOS006237637;N-ACETYL-ISOLEUCINE METHYLESTER;DS-2385;FD21824;CS-0153939;Q63409131;N-alpha-Acetyl-L-isoleucine methyl ester (Ac-L-Ile-OMe)

Chemical Property of AC-Ile-ome

Chemical Property:

• Melting Point: 54.0-55.0 °C
• Boiling Point: 291.7±13.0 °C(Predicted)
• PKA: 14.78±0.46(Predicted)
• PSA: 55.40000
• Density: 0.999±0.06 g/cm3(Predicted)
• LogP: 1.10110
• Storage Temp.: Store at 0-5°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 187.12084340
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

Acetyl-L-isoleucine methyl ester 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(C(=O)OC)NC(=O)C
• Isomeric SMILES: CC[C@H](C)[C@@H](C(=O)OC)NC(=O)C
• Uses: Ac-Ile-OMe is a useful chemical for organic reactions and synthesis.

Technology Process of AC-Ile-ome

There total 1 articles about AC-Ile-ome 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:

→ N-acetylisoleucine methyl ester (2256-76-0,56247-42-8,62927-29-1,92899-45-1)

Guidance literature:

Reference yield:

benzophenone (119-61-9) + (2S,3S)-N-acetyl-allo-isoleucine methyl ester (2256-76-0) → tetraphenylethane-1,2-diol (464-72-2) + N-((3S,4S)-4-Ethyl-4-methyl-2-oxo-5,5-diphenyl-tetrahydro-furan-3-yl)-acetamide + (2S,3S)-2-Acetylamino-3-(hydroxy-diphenyl-methyl)-3-methyl-pentanoic acid methyl ester + (S)-2-Acetylamino-2-(hydroxy-diphenyl-methyl)-3-methyl-pentanoic acid methyl ester

Guidance literature:

In acetonitrile; at 32 ℃; for 20h; Irradiation;

DOI:10.1002/(SICI)1099-0690(199802)1998:2<243::AID-EJOC243>3.0.CO;2-I

Reference yield:

(2S,3S)-N-acetyl-allo-isoleucine methyl ester (2256-76-0) → 1-sec-butyl-5-methoxy-3-methyl-7-phenyl-4,6-dioxa-2-aza-bicyclo[3.2.0]hept-2-ene

Guidance literature:

Multi-step reaction with 2 steps

1.1: phosphorous pentachloride / CHCl₃ / 60 °C

1.2: aq. KOH / CHCl₃; diethyl ether / 0.5 h / 20 °C

2.1: 81 percent Turnov_. / benzene / 24 h / 10 °C / Photolysis

With phosphorus pentachloride; In chloroform; benzene;

DOI:10.1139/v03-029

Downstream raw materials:

tetraphenylethane-1,2-diol

1-sec-butyl-7-ethyl-5-methoxy-3-methyl-4,6-dioxa-2-azabicyclo[3.2.0]hept-2-ene

Refernces