cis-3-<2'-bromo-3'-(2''-bromoethyl)-6'-methoxyphenoxy>-4-hydroxy-1-(phenylsulfonyl)-2-(2'''-propenyl)cyclohexene

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Chemical Name:cis-3-<2'-bromo-3'-(2''-bromoethyl)-6'-methoxyphenoxy>-4-hydroxy-1-(phenylsulfonyl)-2-(2'''-propenyl)cyclohexene
CAS No.:105728-99-2
Molecular Formula:C₂₄H₂₆Br₂O₅S
Molecular Weight:586.341
Hs Code.:

Synonyms:cis-3-<2'-bromo-3'-(2''-bromoethyl)-6'-methoxyphenoxy>-4-hydroxy-1-(phenylsulfonyl)-2-(2'''-propenyl)cyclohexene

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Chemical Property of cis-3-<2'-bromo-3'-(2''-bromoethyl)-6'-methoxyphenoxy>-4-hydroxy-1-(phenylsulfonyl)-2-(2'''-propenyl)cyclohexene

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Technology Process of cis-3-<2'-bromo-3'-(2''-bromoethyl)-6'-methoxyphenoxy>-4-hydroxy-1-(phenylsulfonyl)-2-(2'''-propenyl)cyclohexene

There total 12 articles about cis-3-<2'-bromo-3'-(2''-bromoethyl)-6'-methoxyphenoxy>-4-hydroxy-1-(phenylsulfonyl)-2-(2'''-propenyl)cyclohexene 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:

: 115961-02-9
2-<2'-bromo-3'-(2''-bromoethyl)-6'-methoxyphenoxy>-4-(phenylsulfonyl)-3-(2'''-propenyl)cyclohex-3-enone

: 105728-99-2
cis-3-<2'-bromo-3'-(2''-bromoethyl)-6'-methoxyphenoxy>-4-hydroxy-1-(phenylsulfonyl)-2-(2'''-propenyl)cyclohexene

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; at -78 - 25 ℃; for 1h; Yield given;
DOI:10.1021/jo00379a038

Reference yield:

: 621-59-0
isovanillin

: 105728-99-2
cis-3-<2'-bromo-3'-(2''-bromoethyl)-6'-methoxyphenoxy>-4-hydroxy-1-(phenylsulfonyl)-2-(2'''-propenyl)cyclohexene

Guidance literature:: Multi-step reaction with 10 steps

1: 70 percent / Br₂, NaOAc, HOAc / 2 h / 25 °C

2: 80 percent / NaH / dimethylformamide / 18 h / 25 °C

3: 86 percent / 5 N NaOH / benzene / 12 h / 25 °C

4: 1.) (Sia)2BH, 2.) H₂O₂, NaOH / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 1 h

5: 93 percent / TsOH / methanol / 4 h / 25 °C

6: 92 percent / CBr₄, (C₆H₅)3P / acetonitrile / 1 h / 25 °C

7: 85 percent / n-Bu₃P, diethyl azodicarboxylate (DEAD) / tetrahydrofuran / 0.5 h / 25 °C

8: 95 percent / HF / acetonitrile / 4 h / 25 °C

9: CrO₃, aq. H₂SO₄ / acetone / 3 h / 0 °C

10: diisobutylaluminum hydride (DIBAL-H) / tetrahydrofuran / 1 h / -78 - 25 °C

With chromium(VI) oxide; sodium hydroxide; carbon tetrabromide; tributylphosphine; (Sia)2BH; sulfuric acid; hydrogen fluoride; dihydrogen peroxide; bromine; sodium acetate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone; acetonitrile; benzene;
DOI:10.1021/jo00379a038

Reference yield:

: 2973-58-2
2-bromoisovanillin

: 105728-99-2
cis-3-<2'-bromo-3'-(2''-bromoethyl)-6'-methoxyphenoxy>-4-hydroxy-1-(phenylsulfonyl)-2-(2'''-propenyl)cyclohexene

Guidance literature:: Multi-step reaction with 9 steps

1: 80 percent / NaH / dimethylformamide / 18 h / 25 °C

2: 86 percent / 5 N NaOH / benzene / 12 h / 25 °C

3: 1.) (Sia)2BH, 2.) H₂O₂, NaOH / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 1 h

4: 93 percent / TsOH / methanol / 4 h / 25 °C

5: 92 percent / CBr₄, (C₆H₅)3P / acetonitrile / 1 h / 25 °C

6: 85 percent / n-Bu₃P, diethyl azodicarboxylate (DEAD) / tetrahydrofuran / 0.5 h / 25 °C

7: 95 percent / HF / acetonitrile / 4 h / 25 °C

8: CrO₃, aq. H₂SO₄ / acetone / 3 h / 0 °C

9: diisobutylaluminum hydride (DIBAL-H) / tetrahydrofuran / 1 h / -78 - 25 °C

With chromium(VI) oxide; sodium hydroxide; carbon tetrabromide; tributylphosphine; (Sia)2BH; sulfuric acid; hydrogen fluoride; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone; acetonitrile; benzene;
DOI:10.1021/jo00379a038