cis-Dihydrotodomatuic Acid

Base Information

• Chemical Name: cis-Dihydrotodomatuic Acid
• CAS No.: 38963-91-6
• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.37
• DSSTox Substance ID: DTXSID00959807
• Nikkaji Number: J188.152C
• Mol file: 38963-91-6.mol

Synonyms:cis-Dihydrotodomatuic Acid;38963-91-6;4-(6-methyl-4-oxoheptan-2-yl)cyclohexane-1-carboxylic acid;Cyclohexanecarboxylic acid, 4-(1,5-dimethyl-3-oxohexyl)-, [4(R)-cis]-;DTXSID00959807

Chemical Property of cis-Dihydrotodomatuic Acid

Chemical Property:

• Vapor Pressure: 6.14E-07mmHg at 25°C
• Boiling Point: 383.3°Cat760mmHg
• Flash Point: 199.8°C
• PSA: 54.37000
• Density: 1.014g/cm³
• LogP: 3.51880
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 254.18819469
• Heavy Atom Count: 18
• Complexity: 288

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(=O)CC(C)C1CCC(CC1)C(=O)O

Technology Process of cis-Dihydrotodomatuic Acid

There total 9 articles about cis-Dihydrotodomatuic 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:

(+)-(4R)-[(S)-1,5-dimethyl-3-oxohexyl]cyclohex-1-enecarboxylic acid methyl ester (17904-27-7) → 4-((R)-1,5-Dimethyl-3-oxo-hexyl)-cyclohexanecarboxylic acid (38963-91-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 552 mg / NaBH₄ / methanol / 8 h / Ambient temperature

2: 530 mg / potassium hydroxide / methanol / 1 h / Heating

3: 35 mg / H₂ / Adams catalyst / ethanol / 5 h

4: 24 mg / pyridine, chromium trioxide / Ambient temperature

With pyridine; chromium(VI) oxide; potassium hydroxide; sodium tetrahydroborate; hydrogen; platinum(IV) oxide; In methanol; ethanol;

DOI:10.1248/cpb.31.436

Reference yield:

(+)-(4R)-[(S)-1,5-dimethyl-3-oxohexyl]cyclohex-1-enecarboxylic acid methyl ester (17904-27-7) → 4-((R)-1,5-Dimethyl-3-oxo-hexyl)-cyclohexanecarboxylic acid (38963-91-6,52437-43-1,72580-03-1,112652-43-4,125072-75-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 552 mg / NaBH₄ / methanol / 8 h / Ambient temperature

2: 530 mg / potassium hydroxide / methanol / 1 h / Heating

3: 85 mg / H₂ / Adams catalyst / ethanol / 5 h

4: 19 mg / pyridine, chromium trioxide / Ambient temperature

With pyridine; chromium(VI) oxide; potassium hydroxide; sodium tetrahydroborate; hydrogen; platinum(IV) oxide; In methanol; ethanol;

DOI:10.1248/cpb.31.436

Reference yield:

(R)-4-((R)-3-Hydroxy-1,5-dimethyl-hexyl)-cyclohex-1-enecarboxylic acid (17844-06-3,124989-83-9,145164-08-5) → 4-((R)-1,5-Dimethyl-3-oxo-hexyl)-cyclohexanecarboxylic acid (38963-91-6,52437-43-1,72580-03-1,112652-43-4,125072-75-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 mg / H₂ / Adams catalyst / ethanol / 5 h

2: 19 mg / pyridine, chromium trioxide / Ambient temperature

With pyridine; chromium(VI) oxide; hydrogen; platinum(IV) oxide; In ethanol;

DOI:10.1248/cpb.31.436

upstream raw materials:

trans-4-<3(S)-hydroxy-1(R),5-dimethylhexyl>cyclohexane-1-carboxylic acid

(+)-(4R)-[(S)-1,5-dimethyl-3-oxohexyl]cyclohex-1-enecarboxylic acid methyl ester

(R)-4-((R)-3-Hydroxy-1,5-dimethyl-hexyl)-cyclohex-1-enecarboxylic acid

methyl (4R,1'R,3'RS)-(+)-4-(1',5'-dimethyl-3'-hydroxyhexyl)-1-cyclohexenecarboxylate

Downstream raw materials:

4-((R)-1,5-Dimethyl-3-oxo-hexyl)-cyclohexanecarboxylic acid methyl ester

4-((R)-1,5-Dimethyl-3-oxo-hexyl)-cyclohexanecarboxylic acid methyl ester