Ethyl (2E,5S,6R)-5-<(benzyloxy)methoxy>-6-hydroxy-2,6,10-trimethyl-2,9-undecadienoate

Base Information

Chemical Name:Ethyl (2E,5S,6R)-5-<(benzyloxy)methoxy>-6-hydroxy-2,6,10-trimethyl-2,9-undecadienoate
CAS No.:122624-89-9
Molecular Formula:C₂₄H₃₆O₅
Molecular Weight:404.547
Hs Code.:

Synonyms:Ethyl (2E,5S,6R)-5-<(benzyloxy)methoxy>-6-hydroxy-2,6,10-trimethyl-2,9-undecadienoate

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Chemical Property of Ethyl (2E,5S,6R)-5-<(benzyloxy)methoxy>-6-hydroxy-2,6,10-trimethyl-2,9-undecadienoate

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Technology Process of Ethyl (2E,5S,6R)-5-<(benzyloxy)methoxy>-6-hydroxy-2,6,10-trimethyl-2,9-undecadienoate

There total 4 articles about Ethyl (2E,5S,6R)-5-<(benzyloxy)methoxy>-6-hydroxy-2,6,10-trimethyl-2,9-undecadienoate 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: 82.0%

: 122624-87-7,122624-88-8
(4S,5R)-4-<(Benzyloxy)methoxy>-2-hydroxy-5-methyl-5-(4-methyl-3-pentenyl)tetrahydrofuran

: 21382-82-1
(carbethoxyethylidene)triphenylphosphorane

: 122624-89-9
Ethyl (2E,5S,6R)-5-<(benzyloxy)methoxy>-6-hydroxy-2,6,10-trimethyl-2,9-undecadienoate

Guidance literature:: In benzene; at 70 ℃; for 18h;
DOI:10.1021/ja00199a030

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 122624-89-9
Ethyl (2E,5S,6R)-5-<(benzyloxy)methoxy>-6-hydroxy-2,6,10-trimethyl-2,9-undecadienoate

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / NEt(i-Pr)2 / 1,2-dichloro-ethane / 18 h / 75 °C

2: 100 percent / DIBAL / CH₂Cl₂; hexane / 0.75 h / -78 °C

3: 82 percent / benzene / 18 h / 70 °C

With diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane; 1,2-dichloro-ethane; benzene;
DOI:10.1021/ja00199a030

Reference yield:

: 122624-85-5
(4S,5R)-5-(4'-methyl-3'-pentenyl)-4-hydroxy-5-methyldihydrofuran-2-one

: 122624-89-9
Ethyl (2E,5S,6R)-5-<(benzyloxy)methoxy>-6-hydroxy-2,6,10-trimethyl-2,9-undecadienoate

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / NEt(i-Pr)2 / 1,2-dichloro-ethane / 18 h / 75 °C

2: 100 percent / DIBAL / CH₂Cl₂; hexane / 0.75 h / -78 °C

3: 82 percent / benzene / 18 h / 70 °C

With diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane; 1,2-dichloro-ethane; benzene;
DOI:10.1021/ja00199a030