(2R,5S)-2-(benzyloxy)-7-methyloct-7-ene-1,5-diol

Base Information

Chemical Name:(2R,5S)-2-(benzyloxy)-7-methyloct-7-ene-1,5-diol
CAS No.:1335028-91-5
Molecular Formula:C₁₆H₂₄O₃
Molecular Weight:264.365
Hs Code.:

Synonyms:(2R,5S)-2-(benzyloxy)-7-methyloct-7-ene-1,5-diol

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Chemical Property of (2R,5S)-2-(benzyloxy)-7-methyloct-7-ene-1,5-diol

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Technology Process of (2R,5S)-2-(benzyloxy)-7-methyloct-7-ene-1,5-diol

There total 1 articles about (2R,5S)-2-(benzyloxy)-7-methyloct-7-ene-1,5-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: 80.0%

: (7R)-7-(benzyloxy)-8-((4-methoxybenzyl)oxy)-2-methyloct-1-en-4-ol

: 1335028-91-5
(2R,5S)-2-(benzyloxy)-7-methyloct-7-ene-1,5-diol

Guidance literature:: With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; tert-butyl alcohol; at 25 ℃; for 2h; pH=7; aq. buffer;
DOI:10.1002/anie.201101741

Reference yield: 83.0%

: 1335028-91-5
(2R,5S)-2-(benzyloxy)-7-methyloct-7-ene-1,5-diol

: 1335028-92-6
(3R,6S)-3-(benzyloxy)-6-(2-methylallyl)tetrahydro-2H-pyran-2-one

Guidance literature:: With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In dichloromethane; for 12h;
DOI:10.1002/anie.201101741

Reference yield:

: 1335028-91-5
(2R,5S)-2-(benzyloxy)-7-methyloct-7-ene-1,5-diol

: 1335029-16-7
(S)-2-((2S,6R,8S,11R)-11-(benzyloxy)-4-methyl-8-(((S)-2,2,4-trimethyl-1,3-dioxolan-4-yl)methyl)-1,7-dioxaspiro[5.5]undec-4-en-2-yl)propanal

Guidance literature:: Multi-step reaction with 13 steps

1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 12 h

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 - -40 °C

2.2: 12 h / -40 - 25 °C

3.1: 1H-imidazole; dmap / dichloromethane / 3 h

4.1: AD-mix-β; water / tert-butyl alcohol / 24 h / 0 °C

5.1: pyridinium p-toluenesulfonate / dichloromethane / 2.5 h

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h

7.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; sodium hydrogencarbonate / dichloromethane / 12 h

8.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 °C

8.2: 1 h / -78 °C

8.3: -78 - 20 °C

9.1: dmap; triethylamine / dichloromethane / 0.83 h / 0 °C

10.1: copper(l) iodide / diethyl ether / -78 - -30 °C / Inert atmosphere

10.2: 1 h / -78 °C / Inert atmosphere

10.3: -78 - 20 °C

11.1: pyridinium p-toluenesulfonate / methanol; dichloromethane / 2 h / 25 °C

12.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; tert-butyl alcohol / 0.08 h / pH 7 / aq. phosphate buffer; Sonication

13.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.5 h

With 1H-imidazole; dmap; copper(l) iodide; n-butyllithium; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; AD-mix-β; tetrabutyl ammonium fluoride; water; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene; tert-butyl alcohol; 4.1: Sharpless dihydroxylation;
DOI:10.1002/anie.201101741