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

Base Information

Chemical Name:methyl 4,6-bis[(2-methoxyethoxy)methyloxy]-2-[(1'E,6'R,10'S)-6',10'-dihydroxyundec-1'-en-1'-yl]benzoate
CAS No.:445380-27-8
Molecular Formula:C₂₇H₄₄O₁₀
Molecular Weight:528.64
Hs Code.:

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

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

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

There total 7 articles about methyl 4,6-bis[(2-methoxyethoxy)methyloxy]-2-[(1'E,6'R,10'S)-6',10'-dihydroxyundec-1'-en-1'-yl]benzoate 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: 95.0%

: 445380-26-7
methyl 4,6-bis[(2-methoxyethoxy)methyloxy]-2-[(1'E,6'R,10'S)-6',10'-bis(tert-butyldimethylsilyloxy)undec-1'-en-1'-yl]benzoate

: 445380-27-8
methyl 4,6-bis[(2-methoxyethoxy)methyloxy]-2-[(1'E,6'R,10'S)-6',10'-dihydroxyundec-1'-en-1'-yl]benzoate

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; for 12h;
DOI:10.1039/b005942k

Reference yield:

: 311805-54-6
(5R,9S)-5,9-bis(tert-butyldimethylsilyloxy)decan-1-ol

: 445380-27-8
methyl 4,6-bis[(2-methoxyethoxy)methyloxy]-2-[(1'E,6'R,10'S)-6',10'-dihydroxyundec-1'-en-1'-yl]benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 86 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1.5 h / -78 °C

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

2.2: 310 mg / P(2-furyl)3 / Pd₂(dba)3 / toluene / 4 h / 80 °C

3.1: 95 percent / HF*pyridine; pyridine / tetrahydrofuran / 12 h / 20 °C

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

Reference yield:

: 445380-25-6
(6E,8S,9S)-1-benzyloxy-8,9-dihydroxydec-6-en-5-one

: 445380-27-8
methyl 4,6-bis[(2-methoxyethoxy)methyloxy]-2-[(1'E,6'R,10'S)-6',10'-dihydroxyundec-1'-en-1'-yl]benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 89 percent / SOCl₂; Et₃N / diethyl ether / 1.5 h / 0 °C

2.1: 86 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1.5 h / -78 °C

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

3.2: 310 mg / P(2-furyl)3 / Pd₂(dba)3 / toluene / 4 h / 80 °C

4.1: 95 percent / HF*pyridine; pyridine / tetrahydrofuran / 12 h / 20 °C

With pyridine; chromium dichloride; thionyl chloride; oxalyl dichloride; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 3.1: Swern oxidation / 4.2: Stille coupling reaction;
DOI:10.1039/b201164f