6-[2-(8,8-Dimethyl-1,4-dioxa-spiro[4.5]dec-7-yl)-1-methoxy-ethyl]-4-isopropyl-2,3-dimethoxy-benzoic acid methyl ester

Base Information

• Chemical Name: 6-[2-(8,8-Dimethyl-1,4-dioxa-spiro[4.5]dec-7-yl)-1-methoxy-ethyl]-4-isopropyl-2,3-dimethoxy-benzoic acid methyl ester
• CAS No.: 118088-43-0
• Molecular Formula: C₂₆H₄₀O₇
• Molecular Weight: 464.599
• Mol file: 118088-43-0.mol

Synonyms:

Chemical Property of 6-[2-(8,8-Dimethyl-1,4-dioxa-spiro[4.5]dec-7-yl)-1-methoxy-ethyl]-4-isopropyl-2,3-dimethoxy-benzoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-[2-(8,8-Dimethyl-1,4-dioxa-spiro[4.5]dec-7-yl)-1-methoxy-ethyl]-4-isopropyl-2,3-dimethoxy-benzoic acid methyl ester

There total 6 articles about 6-[2-(8,8-Dimethyl-1,4-dioxa-spiro[4.5]dec-7-yl)-1-methoxy-ethyl]-4-isopropyl-2,3-dimethoxy-benzoic acid methyl ester 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:

3-Isopropyl-veratrol (71720-27-9) → 6-[2-(8,8-Dimethyl-1,4-dioxa-spiro[4.5]dec-7-yl)-1-methoxy-ethyl]-4-isopropyl-2,3-dimethoxy-benzoic acid methyl ester (118088-43-0,118088-44-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 4.16 g / TMEDA, N-butyllithium / diethyl ether / -60 °C

2: SOCl₂, dimethyl formamide / CH₂Cl₂ / 2 h / 25 °C

3: tetrahydrofuran; H₂O

4: n-butyllithium / tetrahydrofuran / -10 - 25 °C

5: 64 percent / HCl gas / tetrahydrofuran / 6 h

6: 1.) NaOH; 2.) NaH / 1.) reflux, 16 h; 2.) THF, reflux

With hydrogenchloride; sodium hydroxide; n-butyllithium; thionyl chloride; N,N,N,N,-tetramethylethylenediamine; sodium hydride; N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; dichloromethane; water;

DOI:10.1016/S0040-4020(01)87783-8

Reference yield:

2,3-dimethoxy-4-isopropyl benzoic acid (5653-55-4) → 6-[2-(8,8-Dimethyl-1,4-dioxa-spiro[4.5]dec-7-yl)-1-methoxy-ethyl]-4-isopropyl-2,3-dimethoxy-benzoic acid methyl ester (118088-43-0,118088-44-1)

Guidance literature:

Multi-step reaction with 5 steps

1: SOCl₂, dimethyl formamide / CH₂Cl₂ / 2 h / 25 °C

2: tetrahydrofuran; H₂O

3: n-butyllithium / tetrahydrofuran / -10 - 25 °C

4: 64 percent / HCl gas / tetrahydrofuran / 6 h

5: 1.) NaOH; 2.) NaH / 1.) reflux, 16 h; 2.) THF, reflux

With hydrogenchloride; sodium hydroxide; n-butyllithium; thionyl chloride; sodium hydride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/S0040-4020(01)87783-8

Reference yield:

4-Isopropyl-2,3-dimethoxy-benzoyl chloride → 6-[2-(8,8-Dimethyl-1,4-dioxa-spiro[4.5]dec-7-yl)-1-methoxy-ethyl]-4-isopropyl-2,3-dimethoxy-benzoic acid methyl ester (118088-43-0,118088-44-1)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran; H₂O

2: n-butyllithium / tetrahydrofuran / -10 - 25 °C

3: 64 percent / HCl gas / tetrahydrofuran / 6 h

4: 1.) NaOH; 2.) NaH / 1.) reflux, 16 h; 2.) THF, reflux

With hydrogenchloride; sodium hydroxide; n-butyllithium; sodium hydride; In tetrahydrofuran; water;

DOI:10.1016/S0040-4020(01)87783-8

upstream raw materials:

3-(8,8-Dimethyl-1,4-dioxa-spiro[4.5]dec-7-ylmethyl)-5-isopropyl-6,7-dimethoxy-3H-isobenzofuran-1-one

methyl iodide

3-Isopropyl-veratrol

2,3-dimethoxy-4-isopropyl benzoic acid

Downstream raw materials:

6-[2-(2,2-Dimethyl-5-oxo-cyclohexyl)-1-methoxy-ethyl]-4-isopropyl-2,3-dimethoxy-benzaldehyde

3-[2-(2-Hydroxymethyl-5-isopropyl-3,4-dimethoxy-phenyl)-2-methoxy-ethyl]-4,4-dimethyl-cyclohexanone