11-benzyloxy-5-methoxymethoxy-undec-8-ene-1,7-diol

Base Information

Chemical Name:11-benzyloxy-5-methoxymethoxy-undec-8-ene-1,7-diol
CAS No.:1007401-57-1
Molecular Formula:C₂₀H₃₂O₅
Molecular Weight:352.471
Hs Code.:

Synonyms:11-benzyloxy-5-methoxymethoxy-undec-8-ene-1,7-diol

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Chemical Property of 11-benzyloxy-5-methoxymethoxy-undec-8-ene-1,7-diol

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Technology Process of 11-benzyloxy-5-methoxymethoxy-undec-8-ene-1,7-diol

There total 9 articles about 11-benzyloxy-5-methoxymethoxy-undec-8-ene-1,7-diol 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: 87.0%

: 1007401-50-4
(7S,E)-1-benzyloxy-11-(tert-butyldiphenylsilyloxy)-7-(methoxymethoxy)undec-3-en-5-ol

: 1007401-57-1
11-benzyloxy-5-methoxymethoxy-undec-8-ene-1,7-diol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.3390/12020194

Reference yield:

: 176907-55-4
trans-7-(t-butyldiphenylsilyloxy)hept-2-en-1-ol

: 1007401-57-1
11-benzyloxy-5-methoxymethoxy-undec-8-ene-1,7-diol

Guidance literature:: Multi-step reaction with 9 steps

1.1: 90 percent / molecular sieves 4 Angtroem; Ti(Oi-Pr)4; t-BuOOH / (+)-diethyl tartrate / CH₂Cl₂; benzene / -20 °C

2.1: 95 percent / Red-Al / tetrahydrofuran / 0 - 20 °C

3.1: 88 percent / pyridine / 0 - 20 °C

4.1: 82 percent / i-Pr₂NEt / 2 h / 0 - 20 °C

5.1: 100 percent / DIBAL-H / diethyl ether; hexane / 2 h / -60 °C

6.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

7.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

7.2: 88 percent / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

8.1: 80 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

9.1: 87 percent / TBAF / tetrahydrofuran / 0 - 20 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; 4 A molecular sieve; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; (+)-Weinsaeure-diethylester; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; benzene; 1.1: Katsuki-Sharpless asymmetric epoxidation;
DOI:10.3390/12020194

Reference yield:

: 7-(tert-butyl-diphenyl-silanyloxy)-3-methoxymethoxy-heptanal

: 1007401-57-1
11-benzyloxy-5-methoxymethoxy-undec-8-ene-1,7-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 88 percent / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

2.1: 80 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

3.1: 87 percent / TBAF / tetrahydrofuran / 0 - 20 °C

With lithium aluminium tetrahydride; n-butyllithium; tetrabutyl ammonium fluoride; In tetrahydrofuran; hexane;
DOI:10.3390/12020194