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

Base Information

Chemical Name:(2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyl-10-phenyl-2,6-decadienol
CAS No.:186895-60-3
Molecular Formula:C₂₆H₄₄O₂Si
Molecular Weight:416.72
Hs Code.:

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

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

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

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

There total 9 articles about (2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyl-10-phenyl-2,6-decadienol 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: 97.0%

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

: 186895-60-3
(2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyl-10-phenyl-2,6-decadienol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; Petroleum ether; at -40 ℃; for 1h;
DOI:10.1055/s-2002-19806

Reference yield:

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

: 186895-60-3
(2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyl-10-phenyl-2,6-decadienol

Guidance literature:: Multi-step reaction with 4 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

4: 97 percent / iBu₂AlH / tetrahydrofuran / -40 °C

With lead(IV) acetate; diisobutylaluminium hydride; In tetrahydrofuran; 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

: 186895-60-3
(2E,4R,5R,6E,8S)-5-(tert-butyldimethylsilyloxy)-2,4,6,8-tetramethyl-10-phenyl-2,6-decadienol

Guidance literature:: Multi-step reaction with 9 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

9: 97 percent / iBu₂AlH / tetrahydrofuran / -40 °C

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