(6E,8E,10E)-(2S,4S,5S)-5,12-Bis(benzyloxy)-2,4,10-trimethyl-6,8,10-dodecatrienal

Base Information

Chemical Name:(6E,8E,10E)-(2S,4S,5S)-5,12-Bis(benzyloxy)-2,4,10-trimethyl-6,8,10-dodecatrienal
CAS No.:125590-06-9
Molecular Formula:C₂₉H₃₆O₃
Molecular Weight:432.603
Hs Code.:

Synonyms:(6E,8E,10E)-(2S,4S,5S)-5,12-Bis(benzyloxy)-2,4,10-trimethyl-6,8,10-dodecatrienal

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Chemical Property of (6E,8E,10E)-(2S,4S,5S)-5,12-Bis(benzyloxy)-2,4,10-trimethyl-6,8,10-dodecatrienal

Chemical Property:

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Technology Process of (6E,8E,10E)-(2S,4S,5S)-5,12-Bis(benzyloxy)-2,4,10-trimethyl-6,8,10-dodecatrienal

There total 16 articles about (6E,8E,10E)-(2S,4S,5S)-5,12-Bis(benzyloxy)-2,4,10-trimethyl-6,8,10-dodecatrienal 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:

: 125590-05-8
(6E,8E,10E)-(2S,4S,5S)-5,12-Bis(benzyloxy)-2,4,10-trimethyl-6,8,10-dodecatrien-1-ol

: 125590-06-9
(6E,8E,10E)-(2S,4S,5S)-5,12-Bis(benzyloxy)-2,4,10-trimethyl-6,8,10-dodecatrienal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃; for 0.666667h;
DOI:10.1021/jo00295a030

Reference yield:

: 101376-81-2,101469-62-9,125590-05-8
(6E,8E,10E)-(2R,4R)-5,12-Bis-benzyloxy-2,4,10-trimethyl-dodeca-6,8,10-trien-1-ol

: 101376-82-3,101469-63-0,125590-06-9
(6E,8E,10E)-(2R,4R)-5,12-Bis-benzyloxy-2,4,10-trimethyl-dodeca-6,8,10-trienal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; Yield given;
DOI:10.1021/jo00359a060

Reference yield:

: 70238-41-4
(E)-4-(benzyloxy)-2-methylbut-2-en-1-ol

: 101376-82-3,101469-63-0,125590-06-9
(6E,8E,10E)-(2R,4R)-5,12-Bis-benzyloxy-2,4,10-trimethyl-dodeca-6,8,10-trienal

Guidance literature:: Multi-step reaction with 9 steps

1: (COCl)2, Me₂SO, Et₃N / CH₂Cl₂

2: -78 °C

3: Bu₄NF / tetrahydrofuran / 0 - 23 °C

4: n-BuLi / tetrahydrofuran / -78 °C

5: tetrahydrofuran / -40 °C

6: red-Al / diethyl ether / 0 - 23 °C

7: n-BuLi, HMPA / tetrahydrofuran

8: Bu₄NF / tetrahydrofuran / 23 °C

9: (COCl)2, Me₂SO, Et₃N / CH₂Cl₂

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo00359a060