Furopelargone A

Base Information

• Chemical Name: Furopelargone A
• CAS No.: 1143-45-9
• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.338
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID20150692
• Wikidata: Q83016868
• Mol file: 1143-45-9.mol

Synonyms:Furopelargone A;1143-45-9;1-[(1R,2S,3S)-3-methyl-2-(3-propan-2-ylfuran-2-yl)cyclopentyl]ethanone;Ethanone, 1-(3-methyl-2-(3-(1-methylethyl)-2-furanyl)cyclopentyl)-, (1R-(1alpha,2beta,3beta))-;1-[(1R)-3alpha-Methyl-2alpha-(3-isopropylfuran-2-yl)cyclopentan-1beta-yl]ethanone;DTXSID20150692

Chemical Property of Furopelargone A

Chemical Property:

• Vapor Pressure: 0.00045mmHg at 25°C
• Boiling Point: 315°C at 760 mmHg
• Flash Point: 145.1°C
• PSA: 30.21000
• Density: 0.988g/cm³
• LogP: 4.12170
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 234.161979940
• Heavy Atom Count: 17
• Complexity: 285

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(C1C2=C(C=CO2)C(C)C)C(=O)C
• Isomeric SMILES: C[C@H]1CC[C@H]([C@H]1C2=C(C=CO2)C(C)C)C(=O)C

Technology Process of Furopelargone A

There total 6 articles about Furopelargone A 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:

hanalpinol-9-one (103476-95-5) → furopelargone A (1143-45-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 22 mg / sodium borohydride / methanol

2: 10 mg / p-toluenesulfonic acid / benzene / 12 h / Ambient temperature

3: 8 mg / m-chloroperbenzoic acid / benzene / 48 h / Ambient temperature

With sodium tetrahydroborate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In methanol; benzene;

Reference yield:

(1R,3aS,4R,8aR)-7-Isopropyl-1,4-dimethyl-1,2,3,3a,4,5,8,8a-octahydro-azulene-4,5,8-triol (103425-25-8,122125-34-2) → furopelargone A (1143-45-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 5 mg / PCC / CH₂Cl₂ / 0.25 h / Ambient temperature

2: 8 mg / m-chloroperbenzoic acid / benzene / 48 h / Ambient temperature

With 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In dichloromethane; benzene;

Reference yield:

(1R,2R,3R,6S,7S)-10-Isopropyl-3,7-dimethyl-11,12-dioxa-tricyclo[5.3.2.02,6]dodec-9-en-8-ol (94388-64-4,103476-96-6,111613-28-6) → furopelargone A (1143-45-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 10 mg / p-toluenesulfonic acid / benzene / 12 h / Ambient temperature

2: 8 mg / m-chloroperbenzoic acid / benzene / 48 h / Ambient temperature

With toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In benzene;

upstream raw materials:

furopelargone B

hanalpinol-9-one

(1R,3aS,4R,8aR)-7-Isopropyl-1,4-dimethyl-1,2,3,3a,4,5,8,8a-octahydro-azulene-4,5,8-triol

(1R,2R,3R,6S,7S)-10-Isopropyl-3,7-dimethyl-11,12-dioxa-tricyclo[5.3.2.0^2,6]dodec-9-en-8-ol

Downstream raw materials:

(1R,2R,6R)-2-Hydroxy-5-methyl-cyclopentan-1-carbonsaeure-methylester

Refernces

• 1、 Itokawa, Hideji,Morita, Hiroshi,Osawa, Kenji,Watanabe, Kinzo,Iitaka, Yoichi. "Novel Guaiane- and Secoguaiane- Type Sesquiterpenes from Alpinia japonica (THUNB.) MIQ.". . p. 2849 - 2859. Retrieved 2007/10/02.