2'-hydroxy-4'-methoxy-6'-methoxymethoxy-3'-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]acetophenone

Base Information

• Chemical Name: 2'-hydroxy-4'-methoxy-6'-methoxymethoxy-3'-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]acetophenone
• CAS No.: 1273019-44-5
• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.466
• Mol file: 1273019-44-5.mol

Synonyms:2'-hydroxy-4'-methoxy-6'-methoxymethoxy-3'-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]acetophenone

Chemical Property of 2'-hydroxy-4'-methoxy-6'-methoxymethoxy-3'-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]acetophenone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-hydroxy-4'-methoxy-6'-methoxymethoxy-3'-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]acetophenone

There total 1 articles about 2'-hydroxy-4'-methoxy-6'-methoxymethoxy-3'-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]acetophenone 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%

1-{2,6-dihydroxy-4-methoxy-3-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]phenyl}ethanone (1013913-57-9) + chloromethyl methyl ether (107-30-2) → 2'-hydroxy-4'-methoxy-6'-methoxymethoxy-3'-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]acetophenone (1273019-44-5)

Guidance literature:

With potassium carbonate; In acetone; for 0.5h; Inert atmosphere; Reflux;

DOI:10.3987/COM-10-12084

Reference yield: 91.0%

2'-hydroxy-4'-methoxy-6'-methoxymethoxy-3'-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]acetophenone (1273019-44-5) + benzaldehyde (100-52-7) → (E)-1-{2-hydroxy-4-methoxy-6-methoxymethoxy-3-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]phenyl}-3-phenylprop-2-en-1-one (1273019-46-7)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; at 20 ℃; for 3.5h; Inert atmosphere;

DOI:10.3987/COM-10-12084

Reference yield:

2'-hydroxy-4'-methoxy-6'-methoxymethoxy-3'-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]acetophenone (1273019-44-5) → (+)-hostmanin A (943896-07-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium tert-butylate / tert-butyl alcohol / 3.5 h / 20 °C / Inert atmosphere

2.1: triethylsilane; Wilkinson's catalyst / benzene / 12 h / Inert atmosphere; Reflux

2.2: 2 h / 20 °C / Inert atmosphere

3.1: hydrogenchloride; water / methanol / 5 h / 100 °C

With hydrogenchloride; triethylsilane; Wilkinson's catalyst; potassium tert-butylate; water; In methanol; tert-butyl alcohol; benzene; 1.1: Aldol condensation;

DOI:10.3987/COM-10-12084

upstream raw materials:

1-{2,6-dihydroxy-4-methoxy-3-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]phenyl}ethanone

chloromethyl methyl ether

Downstream raw materials:

(+)-hostmanin A

1-{2-hydroxy-4-methoxy-6-methoxymethoxy-3-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]phenyl}-3-phenylpropan-1-one

(E)-1-{2-hydroxy-4-methoxy-6-methoxymethoxy-3-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]phenyl}-3-phenylprop-2-en-1-one