(2Z)-[(3S,5S)-3,5-di-(tert-butyldimethylsilyloxy)-2-methylenecyclohexylidene]acetaldehyde

Base Information

Chemical Name:(2Z)-[(3S,5S)-3,5-di-(tert-butyldimethylsilyloxy)-2-methylenecyclohexylidene]acetaldehyde
CAS No.:862902-48-5
Molecular Formula:C₂₁H₄₀O₃Si₂
Molecular Weight:396.718
Hs Code.:

Synonyms:(2Z)-[(3S,5S)-3,5-di-(tert-butyldimethylsilyloxy)-2-methylenecyclohexylidene]acetaldehyde

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Chemical Property of (2Z)-[(3S,5S)-3,5-di-(tert-butyldimethylsilyloxy)-2-methylenecyclohexylidene]acetaldehyde

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Technology Process of (2Z)-[(3S,5S)-3,5-di-(tert-butyldimethylsilyloxy)-2-methylenecyclohexylidene]acetaldehyde

There total 7 articles about (2Z)-[(3S,5S)-3,5-di-(tert-butyldimethylsilyloxy)-2-methylenecyclohexylidene]acetaldehyde 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: 91.0%

: 215929-41-2
(Z,3S,5S)-2-[3,5-bis(tert-butyldimethylsilyl)oxy-2-methylenecyclohexylidene]ethanol

: 862902-48-5
(2Z)-[(3S,5S)-3,5-di-(tert-butyldimethylsilyloxy)-2-methylenecyclohexylidene]acetaldehyde

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.25h;

Reference yield:

: 862902-51-0
Benzoic acid 2-[(3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-2-methylene-cyclohex-(Z)-ylidene]-ethyl ester

: 862902-48-5
(2Z)-[(3S,5S)-3,5-di-(tert-butyldimethylsilyloxy)-2-methylenecyclohexylidene]acetaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 3 h / -20 °C

2: 0.226 g / Cu(OAc)2*H₂O / methanol; CHCl₃ / 16 h

3: 98 percent / 2,6-lutidine / CH₂Cl₂ / -20 - 20 °C

4: 80 percent / DIBAL-H / CH₂Cl₂; toluene / -20 - 20 °C

5: 91 percent / Dess-Martin reagent / CH₂Cl₂ / 0.25 h / 20 °C

With 2,6-dimethylpyridine; copper diacetate; di-isopropyl azodicarboxylate; diisobutylaluminium hydride; Dess-Martin periodane; triphenylphosphine; In methanol; dichloromethane; chloroform; toluene; 1: Mitsunobu reaction / 5: Dess-Martin oxidation;

Reference yield:

: 862902-56-5
Benzoic acid 2-[(3S,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-2-methylene-cyclohex-(Z)-ylidene]-ethyl ester

: 862902-48-5
(2Z)-[(3S,5S)-3,5-di-(tert-butyldimethylsilyloxy)-2-methylenecyclohexylidene]acetaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / 2,6-lutidine / CH₂Cl₂ / -20 - 20 °C

2: 80 percent / DIBAL-H / CH₂Cl₂; toluene / -20 - 20 °C

3: 91 percent / Dess-Martin reagent / CH₂Cl₂ / 0.25 h / 20 °C

With 2,6-dimethylpyridine; diisobutylaluminium hydride; Dess-Martin periodane; In dichloromethane; toluene; 3: Dess-Martin oxidation;