(R)-((R,E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl) 3-(tert-butyldimethylsilyloxy)hex-5-enoate

Base Information

Chemical Name:(R)-((R,E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl) 3-(tert-butyldimethylsilyloxy)hex-5-enoate
CAS No.:1275506-55-2
Molecular Formula:C₃₉H₆₆O₇Si
Molecular Weight:675.034
Hs Code.:

(R)-((R,E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl) 3-(tert-butyldimethylsilyloxy)hex-5-enoate

Synonyms:(R)-((R,E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl) 3-(tert-butyldimethylsilyloxy)hex-5-enoate

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Chemical Property of (R)-((R,E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl) 3-(tert-butyldimethylsilyloxy)hex-5-enoate

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Technology Process of (R)-((R,E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl) 3-(tert-butyldimethylsilyloxy)hex-5-enoate

There total 6 articles about (R)-((R,E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl) 3-(tert-butyldimethylsilyloxy)hex-5-enoate 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: 93.0%

: 1275506-26-7
(R,E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-ol

: 121772-43-8
(3R)-3-hex-5-enoic acid

: 1275506-55-2
(R)-((R,E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl) 3-(tert-butyldimethylsilyloxy)hex-5-enoate

Guidance literature:: (3R)-3-hex-5-enoic acid; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In toluene; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

(R,E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-ol; With dmap; In toluene; at 0 - 20 ℃; for 6h; Inert atmosphere;
DOI:10.1021/ol200223q

Reference yield:

: 1275506-51-8
(3R)-3-{[(tert-butyl)(dimethyl)silyl]oxy}hex-5-en-1-ol

: 1275506-55-2
(R)-((R,E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl) 3-(tert-butyldimethylsilyloxy)hex-5-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 3 h / 0 °C / Inert atmosphere

2.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / tetrahydrofuran; water; tert-butyl alcohol / 3 h / 0 - 20 °C

3.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 0.5 h / 0 - 20 °C / Inert atmosphere

3.2: 6 h / 0 - 20 °C / Inert atmosphere

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 2,4,6-trichlorobenzoyl chloride; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene; tert-butyl alcohol; 2.1: Pinnick reaction / 3.1: Yamagichi reaction / 3.2: Yamagichi reaction;
DOI:10.1021/ol200223q

Reference yield:

: 1275506-53-0
(R)-3-((tert-butyldimethylsilyl)oxy)hex-5-enal

: 1275506-55-2
(R)-((R,E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-yl) 3-(tert-butyldimethylsilyloxy)hex-5-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / tetrahydrofuran; water; tert-butyl alcohol / 3 h / 0 - 20 °C

2.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 0.5 h / 0 - 20 °C / Inert atmosphere

2.2: 6 h / 0 - 20 °C / Inert atmosphere

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; water; toluene; tert-butyl alcohol; 1.1: Pinnick reaction / 2.1: Yamagichi reaction / 2.2: Yamagichi reaction;
DOI:10.1021/ol200223q