(2R,6S,7R,9S,10S,E)-2-((2S,6S)-6-allyl-2-hydroxy-4-methylenetetrahydro-2H-pyran-2-yl)-10-(4-methoxybenzyloxy)-6,9-dimethylundec-3-ene-2,7-diol

Base Information

Chemical Name:(2R,6S,7R,9S,10S,E)-2-((2S,6S)-6-allyl-2-hydroxy-4-methylenetetrahydro-2H-pyran-2-yl)-10-(4-methoxybenzyloxy)-6,9-dimethylundec-3-ene-2,7-diol
CAS No.:1192350-56-3
Molecular Formula:C₃₀H₄₆O₆
Molecular Weight:502.692
Hs Code.:

Synonyms:(2R,6S,7R,9S,10S,E)-2-((2S,6S)-6-allyl-2-hydroxy-4-methylenetetrahydro-2H-pyran-2-yl)-10-(4-methoxybenzyloxy)-6,9-dimethylundec-3-ene-2,7-diol

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Chemical Property of (2R,6S,7R,9S,10S,E)-2-((2S,6S)-6-allyl-2-hydroxy-4-methylenetetrahydro-2H-pyran-2-yl)-10-(4-methoxybenzyloxy)-6,9-dimethylundec-3-ene-2,7-diol

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Technology Process of (2R,6S,7R,9S,10S,E)-2-((2S,6S)-6-allyl-2-hydroxy-4-methylenetetrahydro-2H-pyran-2-yl)-10-(4-methoxybenzyloxy)-6,9-dimethylundec-3-ene-2,7-diol

There total 24 articles about (2R,6S,7R,9S,10S,E)-2-((2S,6S)-6-allyl-2-hydroxy-4-methylenetetrahydro-2H-pyran-2-yl)-10-(4-methoxybenzyloxy)-6,9-dimethylundec-3-ene-2,7-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: 68.0%

: C₄₈H₈₈O₆Si₃

: 1192350-56-3
(2R,6S,7R,9S,10S,E)-2-((2S,6S)-6-allyl-2-hydroxy-4-methylenetetrahydro-2H-pyran-2-yl)-10-(4-methoxybenzyloxy)-6,9-dimethylundec-3-ene-2,7-diol

Guidance literature:: With pyridine; pyridine hydrofluoride; In tetrahydrofuran; for 0.25h;
DOI:10.1016/j.tet.2011.07.066

Reference yield: 68.0%

: 1192350-74-5
(5S,10R,14S,15R,E)-5-allyl-3,3,17,17-tetraethyl-10-hydroxy-15-((2S,3S)-3-(4-methoxybenzyloxy)-2-methylbutyl)-10,14-dimethyl-7-methylene-4,16-dioxa-3,17-disilanonadec-11-en-9-one

: 1192350-56-3
(2R,6S,7R,9S,10S,E)-2-((2S,6S)-6-allyl-2-hydroxy-4-methylenetetrahydro-2H-pyran-2-yl)-10-(4-methoxybenzyloxy)-6,9-dimethylundec-3-ene-2,7-diol

Guidance literature:: With pyridine; pyridine hydrogenfluoride; In tetrahydrofuran; for 0.25h;
DOI:10.1021/ol902110a

Reference yield:

: 1135346-86-9
C₁₁H₂₂OSi

: 1192350-56-3
(2R,6S,7R,9S,10S,E)-2-((2S,6S)-6-allyl-2-hydroxy-4-methylenetetrahydro-2H-pyran-2-yl)-10-(4-methoxybenzyloxy)-6,9-dimethylundec-3-ene-2,7-diol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 0.5 h / 0 °C

2.1: tin(IV) chloride / dichloromethane / 0.75 h / -78 °C

2.2: 3 h / -78 °C

2.3: -78 - 20 °C

3.1: dmap; triethylamine / dichloromethane / 4 h

4.1: tert.-butyl lithium; 9-methoxy-9-BBN / tetrahydrofuran; diethyl ether; hexane; pentane / 1.08 h / -78 - 20 °C

4.2: 20 °C

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C

6.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 °C

7.1: pyridine; pyridine hydrofluoride / tetrahydrofuran / 0.25 h

With pyridine; 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; pyridine hydrofluoride; tert.-butyl lithium; sulfur trioxide pyridine complex; tin(IV) chloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 9-methoxy-9-BBN; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; pentane; 2.1: Sakurai reaction / 2.2: Sakurai reaction / 4.2: Suzuki-Miyaura coupling;
DOI:10.1016/j.tet.2011.07.066