(2S,3Z,6Z)-2-[(tert-butyldiphenylsilyl)oxy]-3,6-nonadien-1-al

Base Information

Chemical Name:(2S,3Z,6Z)-2-[(tert-butyldiphenylsilyl)oxy]-3,6-nonadien-1-al
CAS No.:460077-74-1
Molecular Formula:C₂₅H₃₂O₂Si
Molecular Weight:392.613
Hs Code.:

Synonyms:(2S,3Z,6Z)-2-[(tert-butyldiphenylsilyl)oxy]-3,6-nonadien-1-al

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Chemical Property of (2S,3Z,6Z)-2-[(tert-butyldiphenylsilyl)oxy]-3,6-nonadien-1-al

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Technology Process of (2S,3Z,6Z)-2-[(tert-butyldiphenylsilyl)oxy]-3,6-nonadien-1-al

There total 6 articles about (2S,3Z,6Z)-2-[(tert-butyldiphenylsilyl)oxy]-3,6-nonadien-1-al 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: 81.0%

: 460077-80-9
(2S,3Z,6Z)-2-[(tert-butyldiphenylsilyl)oxy]-3,6-nonadien-1-ol

: 460077-74-1
(2S,3Z,6Z)-2-[(tert-butyldiphenylsilyl)oxy]-3,6-nonadien-1-al

Guidance literature:: With tetrapropylammonium perruthennate; 2-methylmorpholine N-oxide; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 0.583333h;
DOI:10.1021/jo011102q

Reference yield:

: 21676-05-1
(3Z)-3-hexenyltriphenylphosphonium bromide

: 460077-74-1
(2S,3Z,6Z)-2-[(tert-butyldiphenylsilyl)oxy]-3,6-nonadien-1-al

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 1 h / 0 °C

1.2: 69 percent / tetrahydrofuran / 3 h / 0 °C

2.1: 90 percent / hydrochloric acid / H₂O; methanol / 4 h / 0 °C

3.1: 85 percent / triethylamine; 1,8-diazobicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 6 h / 20 °C

4.1: 89 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 18 h / 20 °C

5.1: 92 percent / pyridinium p-toluenesulfonate; ethanol / 6.5 h / 55 °C

6.1: 81 percent / molecular sieves 4 Angstroem; 2-methylmorpholine N-oxide; tetrapropylammonium perruthenate / CH₂Cl₂ / 0.58 h / 20 °C

With hydrogenchloride; dmap; tetrapropylammonium perruthennate; 2-methylmorpholine N-oxide; ethanol; 4 A molecular sieve; pyridinium p-toluenesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; 1.2: Wittig reaction;
DOI:10.1021/jo011102q

Reference yield:

: 460077-77-4
(2S,3Z,6Z)-3,6-nonadiene-1,2-diol

: 460077-74-1
(2S,3Z,6Z)-2-[(tert-butyldiphenylsilyl)oxy]-3,6-nonadien-1-al

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / triethylamine; 1,8-diazobicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 6 h / 20 °C

2: 89 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 18 h / 20 °C

3: 92 percent / pyridinium p-toluenesulfonate; ethanol / 6.5 h / 55 °C

4: 81 percent / molecular sieves 4 Angstroem; 2-methylmorpholine N-oxide; tetrapropylammonium perruthenate / CH₂Cl₂ / 0.58 h / 20 °C

With dmap; tetrapropylammonium perruthennate; 2-methylmorpholine N-oxide; ethanol; 4 A molecular sieve; pyridinium p-toluenesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane;
DOI:10.1021/jo011102q