3-(3-furyl)-1-(5,5-dimethyl-1-cyclohexenyl)-2-tosyl-1-propanol

Base Information

• Chemical Name: 3-(3-furyl)-1-(5,5-dimethyl-1-cyclohexenyl)-2-tosyl-1-propanol
• CAS No.: 84510-68-9
• Molecular Formula: C₂₂H₂₈O₄S
• Molecular Weight: 388.528
• Mol file: 84510-68-9.mol

Synonyms:3-(3-furyl)-1-(5,5-dimethyl-1-cyclohexenyl)-2-tosyl-1-propanol

Chemical Property of 3-(3-furyl)-1-(5,5-dimethyl-1-cyclohexenyl)-2-tosyl-1-propanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-furyl)-1-(5,5-dimethyl-1-cyclohexenyl)-2-tosyl-1-propanol

There total 10 articles about 3-(3-furyl)-1-(5,5-dimethyl-1-cyclohexenyl)-2-tosyl-1-propanol 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: 100.0%

1-<3-(3-furyl)-2-tosylpropionyl>-5,5-dimethylcyclohexene (84510-67-8) → 3-(3-furyl)-1-(5,5-dimethyl-1-cyclohexenyl)-2-tosyl-1-propanol (84510-68-9)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 0.5h;

DOI:10.1246/bcsj.57.3476

Reference yield: 71.0%

1-<1-acetoxy-3-(3-furyl)-2-tosylpropyl>-5,5-dimethylcyclohexene (84510-69-0) → pleraplysillin-1 (41060-03-1) + 3-(3-furyl)-1-(5,5-dimethyl-1-cyclohexenyl)-2-tosyl-1-propanol (84510-68-9) + 3-[(Z)-3-(5,5-Dimethyl-cyclohex-1-enyl)-allyl]-furan (95495-56-0)

Guidance literature:

With sodium amalgam; In methanol; ethyl acetate; at -20 ℃; for 2.5h; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1246/bcsj.57.3476

Reference yield:

(E)-2-(3,3-Dimethylcyclohexylidene)ethanol (30346-27-1,41370-29-0) → 3-(3-furyl)-1-(5,5-dimethyl-1-cyclohexenyl)-2-tosyl-1-propanol (84510-68-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 91 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 0.75 h / 0 °C

2: 77 percent / titanium(IV) isopropoxide / CH₂Cl₂ / 0 deg C, 30 min, 2) room temperature, 15 h

3: 76 percent / pyridine / 16 h / Ambient temperature

4: 89 percent / MnO₂ / CH₂Cl₂ / 3.5 h / Ambient temperature

5: 82 percent / dimethylformamide / 16 h / Ambient temperature

6: 1) NaH / 1) THF-DMF, 0 deg C, 10 min, 2) room temperature, 16 h

7: 100 percent / NaBH₄ / ethanol / 0.5 h / 0 °C

With pyridine; titanium(IV) isopropylate; manganese(IV) oxide; sodium tetrahydroborate; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.57.3476

upstream raw materials:

1-<3-(3-furyl)-2-tosylpropionyl>-5,5-dimethylcyclohexene

1-<1-acetoxy-3-(3-furyl)-2-tosylpropyl>-5,5-dimethylcyclohexene

(E)-2-(3,3-Dimethylcyclohexylidene)ethanol

3-(bromomethyl)furan

Downstream raw materials:

1-<1-acetoxy-3-(3-furyl)-2-tosylpropyl>-5,5-dimethylcyclohexene

3-[(Z)-3-(5,5-Dimethyl-cyclohex-1-enyl)-allyl]-furan

pleraplysillin-1