4,6-bis[(2-methoxyethoxy)methyloxy]-2-[(1'E,6'S,10'S)-6',10'-dihydroxyundec-1'-en-1'-yl]benzoic acid

Base Information

Chemical Name:4,6-bis[(2-methoxyethoxy)methyloxy]-2-[(1'E,6'S,10'S)-6',10'-dihydroxyundec-1'-en-1'-yl]benzoic acid
CAS No.:445380-32-5
Molecular Formula:C₂₆H₄₂O₁₀
Molecular Weight:514.613
Hs Code.:

Synonyms:4,6-bis[(2-methoxyethoxy)methyloxy]-2-[(1'E,6'S,10'S)-6',10'-dihydroxyundec-1'-en-1'-yl]benzoic acid

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Chemical Property of 4,6-bis[(2-methoxyethoxy)methyloxy]-2-[(1'E,6'S,10'S)-6',10'-dihydroxyundec-1'-en-1'-yl]benzoic acid

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Technology Process of 4,6-bis[(2-methoxyethoxy)methyloxy]-2-[(1'E,6'S,10'S)-6',10'-dihydroxyundec-1'-en-1'-yl]benzoic acid

There total 8 articles about 4,6-bis[(2-methoxyethoxy)methyloxy]-2-[(1'E,6'S,10'S)-6',10'-dihydroxyundec-1'-en-1'-yl]benzoic acid 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%

: 445380-31-4
methyl 4,6-bis[(2-methoxyethoxy)methyloxy]-2-[(1'E,6'S,10'S)-6',10'-dihydroxyundec-1'-en-1'-yl]benzoate

: 445380-32-5
4,6-bis[(2-methoxyethoxy)methyloxy]-2-[(1'E,6'S,10'S)-6',10'-dihydroxyundec-1'-en-1'-yl]benzoic acid

Guidance literature:: With potassium hydroxide; In ethylene glycol; at 120 ℃; for 4h;
DOI:10.1039/b005942k

Reference yield:

: 311805-64-8
(5S,9S)-5,9-bis(tert-butyldimethylsilyloxy)decan-1-ol

: 445380-32-5
4,6-bis[(2-methoxyethoxy)methyloxy]-2-[(1'E,6'S,10'S)-6',10'-dihydroxyundec-1'-en-1'-yl]benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 80 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1.5 h / -78 °C

2.1: CrCl₂ / dimethylformamide / 5 h / 0 °C

2.2: 290 mg / P(2-furyl)3 / Pd₂(dba)3 / toluene / 4 h / 80 °C

3.1: 93 percent / HF*pyridine; pyridine / tetrahydrofuran / 12 h / 20 °C

4.1: 91 percent / aq. KOH / ethane-1,2-diol / 3 h / 120 °C

With pyridine; chromium dichloride; potassium hydroxide; oxalyl dichloride; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; ethylene glycol; N,N-dimethyl-formamide; 1.1: Swern oxidation / 2.2: Stille coupling reaction;
DOI:10.1039/b201164f

Reference yield:

: 311805-80-8
(5R,9S)-5,9-bis(tert-butyldimethylsilyloxy)decanal

: 445380-32-5
4,6-bis[(2-methoxyethoxy)methyloxy]-2-[(1'E,6'S,10'S)-6',10'-dihydroxyundec-1'-en-1'-yl]benzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: CrCl₂ / dimethylformamide / 5 h / 0 °C

1.2: 290 mg / P(2-furyl)3 / Pd₂(dba)3 / toluene / 4 h / 80 °C

2.1: 93 percent / HF*pyridine; pyridine / tetrahydrofuran / 12 h / 20 °C

3.1: 91 percent / aq. KOH / ethane-1,2-diol / 3 h / 120 °C

With pyridine; chromium dichloride; potassium hydroxide; pyridine hydrogenfluoride; In tetrahydrofuran; ethylene glycol; N,N-dimethyl-formamide; 1.2: Stille coupling reaction;
DOI:10.1039/b201164f