ethyl (2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyl-10-phenyl-2,6-decadienoate

Base Information

Chemical Name:ethyl (2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyl-10-phenyl-2,6-decadienoate
CAS No.:186895-59-0
Molecular Formula:C₂₈H₄₆O₃Si
Molecular Weight:458.757
Hs Code.:

Synonyms:ethyl (2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyl-10-phenyl-2,6-decadienoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl (2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyl-10-phenyl-2,6-decadienoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of ethyl (2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyl-10-phenyl-2,6-decadienoate

There total 9 articles about ethyl (2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyl-10-phenyl-2,6-decadienoate 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:

: 186895-56-7
(3R,4R,5E,7S)-4-(tert-butyldimethylsilyloxy)-3,5,7-trimethyl-9-phenyl-1,5-nonadiene

: 186895-59-0
ethyl (2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyl-10-phenyl-2,6-decadienoate

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / AD-mix / 2-methyl-propan-2-ol; H₂O

2: 99 percent / Pb(OAc)4 / CH₂Cl₂ / 0 °C

3: 95 percent / benzene / 25 °C

With lead(IV) acetate; In dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1021/ol990944x

Reference yield:

: 186895-52-3
ethyl (2E,4S)-2,4-dimethyl-6-phenyl-2-hexenoate

: 186895-59-0
ethyl (2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyl-10-phenyl-2,6-decadienoate

Guidance literature:: Multi-step reaction with 8 steps

1: 97 percent / LiAlH₄ / diethyl ether / 0 °C

2: 96 percent / CH₂Cl₂ / -60 °C

3: 53 percent / petroleum ether / 25 °C

4: 72 percent / lutidine / CH₂Cl₂ / 0 °C

5: 99 percent / lithium / liquid ammonia / -78 °C

6: 99 percent / AD-mix / 2-methyl-propan-2-ol; H₂O

7: 99 percent / Pb(OAc)4 / CH₂Cl₂ / 0 °C

8: 95 percent / benzene / 25 °C

With lead(IV) acetate; lithium aluminium tetrahydride; lutidine; lithium; In diethyl ether; dichloromethane; ammonia; water; Petroleum ether; tert-butyl alcohol; benzene; 2: Swern oxidation;
DOI:10.1021/ol990944x

Reference yield:

: 186895-53-4
(2E,4S)-2,4-dimethyl-6-phenyl-2-hexen-ol

: 186895-59-0
ethyl (2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyl-10-phenyl-2,6-decadienoate

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / CH₂Cl₂ / -60 °C

2: 53 percent / petroleum ether / 25 °C

3: 72 percent / lutidine / CH₂Cl₂ / 0 °C

4: 99 percent / lithium / liquid ammonia / -78 °C

5: 99 percent / AD-mix / 2-methyl-propan-2-ol; H₂O

6: 99 percent / Pb(OAc)4 / CH₂Cl₂ / 0 °C

7: 95 percent / benzene / 25 °C

With lead(IV) acetate; lutidine; lithium; In dichloromethane; ammonia; water; Petroleum ether; tert-butyl alcohol; benzene; 1: Swern oxidation;
DOI:10.1021/ol990944x