Momc acid

Base Information

• Chemical Name: Momc acid
• CAS No.: 117678-63-4
• Molecular Formula: C19H32 O6
• Molecular Weight: 356.459
• DSSTox Substance ID: DTXSID40922515
• Wikidata: Q76279832
• ChEMBL ID: CHEMBL148721
• Mol file: 117678-63-4.mol

Synonyms:7-(2'-((2''-methyl-1''-oxobutoxy)methyl)-1'-cyclohexyl)-3-hydroxy-5-oxoheptanoic acid;MOMC acid

Chemical Property of Momc acid

Chemical Property:

• Boiling Point: 520.2°Cat760mmHg
• Flash Point: 177.4°C
• PSA: 100.90000
• Density: 1.101g/cm³
• LogP: 2.95710
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 356.21988874
• Heavy Atom Count: 25
• Complexity: 447

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(=O)OCC1CCCCC1CCC(=O)CC(CC(=O)O)O
• Isomeric SMILES: CC[C@H](C)C(=O)OC[C@H]1CCCC[C@@H]1CCC(=O)C[C@H](CC(=O)O)O

Technology Process of Momc acid

There total 8 articles about Momc 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: 89.0%

(3R,1'R,2'S,2''S,1'''R)-1'''-(1-naphthyl)ethyl 7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohex-4'-enyl>-3-hydroxy-5-oxohept-6-enoate (117678-62-3) → (3R,1'R,2'S,2''S)-7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohexyl>-3-hydroxy-5-oxoheptanoic acid (117678-63-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 9h;

DOI:10.1021/jm00121a036

Reference yield:

(4S,5S)-4,5-bis(hydroxymethyl)cyclohexene (15679-27-3) → (3R,1'R,2'S,2''S)-7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohexyl>-3-hydroxy-5-oxoheptanoic acid (117678-63-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 32 percent / pyridine, 4-(N,N-dimethylamino)pyridine / 91 h / Ambient temperature

2: 1) (COCl)2, DMSO, 2) NEt₃ / 1) CH₂Cl₂, -78 deg C, 25 min, 2a) -78 deg C, 5 min, b) to.r.t.

3: 77 percent / LiBr, NEt₃ / acetonitrile / 16 h / Ambient temperature

4: 80 percent / nBu₄NF*3H₂O, HOAc / tetrahydrofuran / 48 h

5: 89 percent / H₂ / 10percent Pd/C / ethyl acetate / 9 h

With pyridine; dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; acetic acid; dimethyl sulfoxide; triethylamine; lithium bromide; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; acetonitrile;

DOI:10.1021/jm00121a036

Reference yield:

(S)-(+)-2-methylbutyric anhydride (84131-91-9) → (3R,1'R,2'S,2''S)-7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohexyl>-3-hydroxy-5-oxoheptanoic acid (117678-63-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 32 percent / pyridine, 4-(N,N-dimethylamino)pyridine / 91 h / Ambient temperature

2: 1) (COCl)2, DMSO, 2) NEt₃ / 1) CH₂Cl₂, -78 deg C, 25 min, 2a) -78 deg C, 5 min, b) to.r.t.

3: 77 percent / LiBr, NEt₃ / acetonitrile / 16 h / Ambient temperature

4: 80 percent / nBu₄NF*3H₂O, HOAc / tetrahydrofuran / 48 h

5: 89 percent / H₂ / 10percent Pd/C / ethyl acetate / 9 h

With pyridine; dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; acetic acid; dimethyl sulfoxide; triethylamine; lithium bromide; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; acetonitrile;

DOI:10.1021/jm00121a036

upstream raw materials:

(3R,1'R,2'S,2''S,1'''R)-1'''-(1-naphthyl)ethyl 7-<2'-<(2''-methyl-1''-oxobutoxy)methyl>-1'-cyclohex-4'-enyl>-3-hydroxy-5-oxohept-6-enoate

(4S,5S)-4,5-bis(hydroxymethyl)cyclohexene

(S)-(+)-2-methylbutyric anhydride

(1S,2S,2'S)-2-<(2'-methyl-1'-oxobutoxy)methyl>cyclohex-4-enecarboxaldehyde

Refernces