(1S)-2β-[(E)-6-(3-Furyl)-3-methyl-3-hexenyl]-1,3,3-trimethylcyclohexanol

Base Information

• Chemical Name: (1S)-2β-[(E)-6-(3-Furyl)-3-methyl-3-hexenyl]-1,3,3-trimethylcyclohexanol
• CAS No.: 76215-30-0
• Molecular Formula: C20H32O2
• Molecular Weight: 304.46688
• Mol file: 76215-30-0.mol

Synonyms:(1S,2S)-2-((E)-6-Furan-3-yl-3-methyl-hex-3-enyl)-1,3,3-trimethyl-cyclohexanol;Ambliol A;(1S,2S)-2-[(E)-6-(furan-3-yl)-3-methylhex-3-enyl]-1,3,3-trimethylcyclohexanol;

Chemical Property of (1S)-2β-[(E)-6-(3-Furyl)-3-methyl-3-hexenyl]-1,3,3-trimethylcyclohexanol

Chemical Property:

• PSA: 33.37000
• LogP: 5.51600

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S)-2β-[(E)-6-(3-Furyl)-3-methyl-3-hexenyl]-1,3,3-trimethylcyclohexanol

There total 13 articles about (1S)-2β-[(E)-6-(3-Furyl)-3-methyl-3-hexenyl]-1,3,3-trimethylcyclohexanol 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: 91.0%

(1R,2S,6S)-2-[(E)-6-(furan-3-yl)-3-methylhex-3-enyl]-1,3,3-trimethyl-7-oxabicyclo[4.1.0]heptane → (1S,2S)-2-[(E)-6-(furan-3-yl)-3-methylhex-3-enyl]-1,3,3-trimethylcyclohexanol (76215-30-0)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; at 0 - 20 ℃; for 6h; Reagent/catalyst; Inert atmosphere;

DOI:10.1002/ejoc.201403610

Reference yield: 31.0%

<3-(3-Furyl)propyl>triphenylphosphonium Bromide (132912-33-5) + 4-(2,6,6-trimethyl-2-hydroxycyclohexyl)butan-2-one → (+/-)-ambliol-A (76215-30-0,105663-36-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; 1.) -30 deg C, 35 min, 2.) -30 deg C, 30 min; room temperature, overnight;

DOI:10.1016/S0040-4020(97)00509-7

Reference yield:

1-Bromo-8-ketoambliol Acetate (91178-22-2) → (1S,2S)-2-((E)-6-Furan-3-yl-2-hydroxy-3-methyl-hex-3-enyl)-1,3,3-trimethyl-cyclohexanol (91158-71-3) + (1S,2S)-2-[(E)-6-(furan-3-yl)-3-methylhex-3-enyl]-1,3,3-trimethylcyclohexanol (76215-30-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1021/jo00191a030

upstream raw materials:

1-Bromo-8-ketoambliol Acetate

13-(p-toluenesulfonyl)ambliofuran

<3-(3-Furyl)propyl>triphenylphosphonium Bromide

7,8-dihydro-α-ionone

Downstream raw materials:

4-[(E)-6-((1S,2S)-2-Hydroxy-2,6,6-trimethyl-cyclohexyl)-4-methyl-hex-3-enyl]-5-(2,2,6,6-tetramethyl-piperidin-1-yl)-5H-furan-2-one

15-(trimethylsilyl)ambliol A

16-(trimethylsilyl)ambliol A

15,16-dihydro-16-hydroxy-15-oxoambliol A