1-{[(1S,4R,5R,6S)-2-bromo-4,5,6-tris(methoxymethoxy)cyclohex-2-enyloxy]methyl}-4-methoxybenzene

Base Information

Chemical Name:1-{[(1S,4R,5R,6S)-2-bromo-4,5,6-tris(methoxymethoxy)cyclohex-2-enyloxy]methyl}-4-methoxybenzene
CAS No.:951345-76-9
Molecular Formula:C₂₀H₂₉BrO₈
Molecular Weight:477.349
Hs Code.:

Synonyms:1-{[(1S,4R,5R,6S)-2-bromo-4,5,6-tris(methoxymethoxy)cyclohex-2-enyloxy]methyl}-4-methoxybenzene

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Chemical Property of 1-{[(1S,4R,5R,6S)-2-bromo-4,5,6-tris(methoxymethoxy)cyclohex-2-enyloxy]methyl}-4-methoxybenzene

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Technology Process of 1-{[(1S,4R,5R,6S)-2-bromo-4,5,6-tris(methoxymethoxy)cyclohex-2-enyloxy]methyl}-4-methoxybenzene

There total 4 articles about 1-{[(1S,4R,5R,6S)-2-bromo-4,5,6-tris(methoxymethoxy)cyclohex-2-enyloxy]methyl}-4-methoxybenzene 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: 90.0%

: 951327-38-1
(1S,2S,5R,6S)-2-(4-methoxybenzyloxy)-3-bromo-5,6-bis(methoxymethoxy)cyclohex-3-enol

: 107-30-2
chloromethyl methyl ether

: 951345-76-9
1-{[(1S,4R,5R,6S)-2-bromo-4,5,6-tris(methoxymethoxy)cyclohex-2-enyloxy]methyl}-4-methoxybenzene

Guidance literature:: (1S,2S,5R,6S)-2-(4-methoxybenzyloxy)-3-bromo-5,6-bis(methoxymethoxy)cyclohex-3-enol; With sodium hydride; In tetrahydrofuran; at 18 ℃; for 0.5h;

chloromethyl methyl ether; With triethylamine; In tetrahydrofuran; at 18 ℃; for 16h; Further stages.;
DOI:10.1021/ol701552r

Reference yield:

: 951327-34-7
C₁₄H₁₅BrO₅

: 951345-76-9
1-{[(1S,4R,5R,6S)-2-bromo-4,5,6-tris(methoxymethoxy)cyclohex-2-enyloxy]methyl}-4-methoxybenzene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 84 percent / DIBAL-H / toluene / 3 h / -50 - -40 °C

2.1: NaH / tetrahydrofuran / 0.5 h / 18 °C

2.2: 90 percent / triethylamine / tetrahydrofuran / 16 h / 18 °C

With sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; toluene;
DOI:10.1021/ol701552r

Reference yield:

: C₁₄H₁₃BrO₃

: 951345-76-9
1-{[(1S,4R,5R,6S)-2-bromo-4,5,6-tris(methoxymethoxy)cyclohex-2-enyloxy]methyl}-4-methoxybenzene

Guidance literature:: Multi-step reaction with 4 steps

1.1: OsO₄; NMO

2.1: 84 percent / DIBAL-H / toluene / 3 h / -50 - -40 °C

3.1: NaH / tetrahydrofuran / 0.5 h / 18 °C

3.2: 90 percent / triethylamine / tetrahydrofuran / 16 h / 18 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; toluene;
DOI:10.1021/ol701552r