3-Methylcrotonylglycine

Base Information

• Chemical Name: 3-Methylcrotonylglycine
• CAS No.: 33008-07-0
• Molecular Formula: C7H11 N O3
• Molecular Weight: 157.169
• UNII: LHG2SN5POH
• DSSTox Substance ID: DTXSID50186641
• Nikkaji Number: J682.207J
• Wikidata: Q27136979
• Metabolomics Workbench ID: 37259
• Mol file: 33008-07-0.mol

Synonyms:3-methylcrotonylglycine;beta-methylcrotonylglycine

Chemical Property of 3-Methylcrotonylglycine

Chemical Property:

• Vapor Pressure: 3.42E-14mmHg at 25°C
• Melting Point: 145-147?C
• Boiling Point: 394.9°Cat760mmHg
• PKA: 3.73±0.10(Predicted)
• Flash Point: 192.6°C
• Density: 1.138g/cm³
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 157.07389321
• Heavy Atom Count: 11
• Complexity: 192

Purity/Quality:

99% ^*data from raw suppliers

3-Methylcrotonyl glycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=CC(=O)NCC(=O)O)C
• Uses: A metabolite found in 3-methylcrotonylglycinuria, a metabolic disorder A metabolite found in 3-methylcrotonylglycinuria, a metabolic disorder.

Technology Process of 3-Methylcrotonylglycine

There total 3 articles about 3-Methylcrotonylglycine 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:

C8H12NO3Pol → N-3-methylbut-2-enoyl glycine (33008-07-0)

Guidance literature:

With water; trifluoroacetic acid; for 2h; solid phase reaction;

DOI:10.1016/j.bmcl.2009.09.118

Reference yield:

3-Methylbutenoic acid (541-47-9) + glycine (56-40-6,18875-39-3,25718-94-9) → N-3-methylbut-2-enoyl glycine (33008-07-0)

Guidance literature:

Multistep reaction; (i) SOCl₂, dioxane, (ii) /BRN= 635782/, aq. NaOH;

DOI:10.1002/bms.1200061007

Reference yield:

glycine (56-40-6,18875-39-3,25718-94-9) + 2-methyl-3-butenoyl-CoA (6712-03-4) → N-3-methylbut-2-enoyl glycine (33008-07-0) + coenzyme A (85-61-0)

Guidance literature:

With bovine liver glycine N-acyltransferase; at 30 ℃; pH=8; Reagent/catalyst; Kinetics; aq. buffer; Enzymatic reaction;

DOI:10.1124/dmd.111.041657

upstream raw materials:

3-Methylbutenoic acid

glycine

2-methyl-3-butenoyl-CoA

Downstream raw materials:

2-(2-methyl-2-propenyl)-4H-oxazol-5-one

Refernces

• 1、 Perez-Pineiro, Rolando,Dong, Ying Wei,Wishart, David S.. "Solid phase synthesis of acylglycine human metabolites". body text. p. 6706 - 6708. Retrieved 2010/06/12.