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

Base Information

• Chemical Name: 1-{2-hydroxy-4-methoxy-6-methoxymethoxy-3-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]phenyl}-3-phenylpropan-1-one
• CAS No.: 1273019-47-8
• Molecular Formula: C₂₈H₃₆O₅
• Molecular Weight: 452.591
• Mol file: 1273019-47-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 1-{2-hydroxy-4-methoxy-6-methoxymethoxy-3-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]phenyl}-3-phenylpropan-1-one 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: 67.0%

(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) → 1-{2-hydroxy-4-methoxy-6-methoxymethoxy-3-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]phenyl}-3-phenylpropan-1-one (1273019-47-8)

Guidance literature:

(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; With triethylsilane; Wilkinson's catalyst; In benzene; for 12h; Inert atmosphere; Reflux;

With hydrogenchloride; methanol; water; In water; benzene; at 20 ℃; for 2h; 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) → 1-{2-hydroxy-4-methoxy-6-methoxymethoxy-3-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]phenyl}-3-phenylpropan-1-one (1273019-47-8)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.3987/COM-10-12084

Reference yield:

1-{2,6-dihydroxy-4-methoxy-3-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]phenyl}ethanone (1013913-57-9) → 1-{2-hydroxy-4-methoxy-6-methoxymethoxy-3-[(1R,6R)-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-yl]phenyl}-3-phenylpropan-1-one (1273019-47-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / acetone / 0.5 h / Inert atmosphere; Reflux

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

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

3.2: 2 h / 20 °C / Inert atmosphere

With triethylsilane; Wilkinson's catalyst; potassium tert-butylate; potassium carbonate; In acetone; tert-butyl alcohol; benzene; 2.1: 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

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

(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

Downstream raw materials:

(+)-hostmanin A