Cyclobutanecarboxylic acid, 3-acetyl-2,2-dimethyl-, (1R,3S)-

Base Information

• Chemical Name: Cyclobutanecarboxylic acid, 3-acetyl-2,2-dimethyl-, (1R,3S)-
• CAS No.: 22571-78-4
• Molecular Formula: C9H14O3
• Molecular Weight: 170.208
• DSSTox Substance ID: DTXSID70451641
• Nikkaji Number: J825.812K
• Wikidata: Q82271751
• Mol file: 22571-78-4.mol

Synonyms:Cyclobutanecarboxylic acid,3-acetyl-2,2-dimethyl-,(1R,3S);

Chemical Property of Cyclobutanecarboxylic acid, 3-acetyl-2,2-dimethyl-, (1R,3S)-

Chemical Property:

• PSA: 54.37000
• LogP: 1.32230
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 170.094294304
• Heavy Atom Count: 12
• Complexity: 230

Purity/Quality:

97% ^*data from raw suppliers

(1R,3S)-3-Acetyl-2,2-dimethylcyclobutanecarboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1CC(C1(C)C)C(=O)O
• Isomeric SMILES: CC(=O)[C@H]1C[C@H](C1(C)C)C(=O)O

Technology Process of Cyclobutanecarboxylic acid, 3-acetyl-2,2-dimethyl-, (1R,3S)-

There total 25 articles about Cyclobutanecarboxylic acid, 3-acetyl-2,2-dimethyl-, (1R,3S)- 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: 94.0%

Verbenone (18309-32-5) → (+)-cis-pinononoic acid (22571-78-4)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; at 25 ℃; for 24h;

DOI:10.1016/S0040-4039(97)00200-1

Reference yield: 89.0%

(+)-verbenone (80-57-9,1196-01-6,5480-12-6,18309-32-5) → (+)-cis-pinononoic acid (22571-78-4)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; for 5h; Ambient temperature;

Reference yield: 83.0%

(-)-Verbenone (80-57-9,1196-01-6) → (+)-cis-pinononoic acid (22571-78-4)

Guidance literature:

With ozone; In acetonitrile; at -40 - 20 ℃;

DOI:10.1016/j.mencom.2009.03.019

upstream raw materials:

Verbenone

rac-α-pinene

(+)-verbenone

cis-pinononic aldehyde

Downstream raw materials:

(-)-trans-pinononoic acid

((1S)-2.2-dimethyl-3c-acetohydroximoyl-cyclobutyl-(r))-acetic acid

(1S,3R)-2,2-dimethyl-3-((((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-3a-((S)-2-(5-phenyl-1H-imidazol-2-yl)pyrrolidine-1-carbonyl)-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-yl)oxy)carbonyl)cyclobutane-1-carboxylic acid

1-benzyl 3-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-3a-((S)-2-(5-phenyl-1H-imidazol-2-yl)pyrrolidine-1-carbonyl)-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysen-9-yl) (1S,3R)-2,2-dimethylcyclobutane-1,3-dicarboxylate