(R)-3-Methylheptanoic acid

Base Information

• Chemical Name: (R)-3-Methylheptanoic acid
• CAS No.: 57403-74-4
• Molecular Formula: C8H16 O2
• Molecular Weight: 144.214
• Nikkaji Number: J1.276.488J
• Metabolomics Workbench ID: 331
• Mol file: 57403-74-4.mol

Synonyms:(R)-3-METHYLHEPTANOIC ACID;(3R)-3-methylheptanoic acid;57403-74-4;3R-Methylheptanoic acid;SCHEMBL905453;CHEBI:179959;DVESMWJFKVAFSP-SSDOTTSWSA-N;Heptanoic acid,3-methyl-,(3R)-;LMFA01020283;AKOS006292923

Chemical Property of (R)-3-Methylheptanoic acid

Chemical Property:

• Boiling Point: 116～117oC(10mm/Hg)
• PSA: 37.30000
• LogP: 2.28740
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 99.4

Purity/Quality:

98%Min ^*data from raw suppliers

(R)-3-METHYLHEPTANOIC ACID 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(C)CC(=O)O
• Isomeric SMILES: CCCC[C@@H](C)CC(=O)O

Technology Process of (R)-3-Methylheptanoic acid

There total 13 articles about (R)-3-Methylheptanoic acid 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:

3-Methyl-heptanoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester → (-)-(S)-3-methylheptanoic acid (59614-85-6) + (R)-3-methylheptanoic acid (57403-74-4) + (-)-8-phenylmenthol (65253-04-5)

Guidance literature:

With sodium methylate; In methanol; water; at 75 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1002/hlca.19810640842

Reference yield:

3-methylideneheptanoic acid (84817-84-5) → (-)-(S)-3-methylheptanoic acid (59614-85-6) + (R)-3-methylheptanoic acid (57403-74-4)

Guidance literature:

With hydrogen; triethylamine; [Rh(S_P,R_C)-DuanPhos(nbd)]SbF₆; In methanol; water; at 20 ℃; for 12h; under 2280.15 Torr; Title compound not separated from byproducts.;

DOI:10.1002/anie.200604810

Reference yield:

1-phenyl-2-methylhexane (3200-11-1) → (-)-(S)-3-methylheptanoic acid (59614-85-6) + (R)-3-methylheptanoic acid (57403-74-4)

Guidance literature:

With ruthenium trichloride; sodium periodate; water; In tetrachloromethane; acetonitrile; at 20 ℃; for 72h; Title compound not separated from byproducts;

DOI:10.1002/(SICI)1521-3765(19990702)5:7<2055::AID-CHEM2055>3.0.CO;2-9

upstream raw materials:

1-bromo-butane

(5S)-N-[(3R)-methylheptanoyl]-5-triphenylmethoxymethyl-2-pyrrolidinone

(E)-2-((S)-Benzenesulfinyl)-but-2-enoic acid methyl ester

(S)-3-Methyl-heptanoic acid ((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

Downstream raw materials:

(+)-(R)-3-methylheptanal

(R)-(+)-3-Methyl-1-heptanol

Refernces

• 1、 Sun, Xianfeng,Zhou, Le,Wang, Chun-Jiang,Zhang, Xumu. "Rh-catalyzed highly enantioselective synthesis of 3-arylbutanoic acids". . p. 2623 - 2626. Retrieved 2008/02/13.
• 2、 Norsikian, Stephanie,Marek, Ilan,Klein, Sophie,Poisson, Jean F.,Normant, Jean F.. "Enantioselective carbometalation of cinnamyl derivatives: New access to chiral disubstituted cyclopropanes - Configurational stability of benzylic organozinc halides". . p. 2055 - 2068. Retrieved 2007/10/03.