(2R,3S,4S,5S,6E,8S,9Z)-4-(tert-butyldimethylsilyloxymethyl)-3-(3,4-dimethoxybenzyloxy)-5-methoxymethoxy-2,6,8-trimethyl-6,9-undecadien-1-ol

Base Information

Chemical Name:(2R,3S,4S,5S,6E,8S,9Z)-4-(tert-butyldimethylsilyloxymethyl)-3-(3,4-dimethoxybenzyloxy)-5-methoxymethoxy-2,6,8-trimethyl-6,9-undecadien-1-ol
CAS No.:240821-31-2
Molecular Formula:C₃₂H₅₆O₇Si
Molecular Weight:580.878
Hs Code.:

Synonyms:(2R,3S,4S,5S,6E,8S,9Z)-4-(tert-butyldimethylsilyloxymethyl)-3-(3,4-dimethoxybenzyloxy)-5-methoxymethoxy-2,6,8-trimethyl-6,9-undecadien-1-ol

Suppliers and Price of (2R,3S,4S,5S,6E,8S,9Z)-4-(tert-butyldimethylsilyloxymethyl)-3-(3,4-dimethoxybenzyloxy)-5-methoxymethoxy-2,6,8-trimethyl-6,9-undecadien-1-ol

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2R,3S,4S,5S,6E,8S,9Z)-4-(tert-butyldimethylsilyloxymethyl)-3-(3,4-dimethoxybenzyloxy)-5-methoxymethoxy-2,6,8-trimethyl-6,9-undecadien-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,3S,4S,5S,6E,8S,9Z)-4-(tert-butyldimethylsilyloxymethyl)-3-(3,4-dimethoxybenzyloxy)-5-methoxymethoxy-2,6,8-trimethyl-6,9-undecadien-1-ol

There total 33 articles about (2R,3S,4S,5S,6E,8S,9Z)-4-(tert-butyldimethylsilyloxymethyl)-3-(3,4-dimethoxybenzyloxy)-5-methoxymethoxy-2,6,8-trimethyl-6,9-undecadien-1-ol 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: 70.0%

: 240821-29-8
(2Z,4S,5E,7S,8S,9S,10R)-8-(tert-butyldimethylsilyloxymethyl)-9,11-[(S)-3,4-dimethoxybenzylidenedioxy]-7-methoxymethyl-4,6,10-trimethyl-2,5-undecadiene

: 240821-31-2
(2R,3S,4S,5S,6E,8S,9Z)-4-(tert-butyldimethylsilyloxymethyl)-3-(3,4-dimethoxybenzyloxy)-5-methoxymethoxy-2,6,8-trimethyl-6,9-undecadien-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -50 ℃;
DOI:10.1055/s-1999-2730

Reference yield:

: (2R,3E,6S,7S,8R)-6-(tert-butyldimethylsilyloxymethyl)-1,9-di(tert-butyldiphenylsilyloxy)-7-(3,4-dimethoxybenzyloxy)-2,4,8-trimethyl-3-nonen-5-ol

: 240821-31-2
(2R,3S,4S,5S,6E,8S,9Z)-4-(tert-butyldimethylsilyloxymethyl)-3-(3,4-dimethoxybenzyloxy)-5-methoxymethoxy-2,6,8-trimethyl-6,9-undecadien-1-ol

Guidance literature:: Multi-step reaction with 12 steps

1.1: 91 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1 h / 20 °C

2.1: 99 percent / PPTS / ethanol / 6 h / 50 - 55 °C

3.1: 96 percent / Zn(BH₄)2 / diethyl ether / 7 h / 0 °C

4.1: 96 percent / Et₃N; DMAP / CH₂Cl₂ / 10.5 h / 0 °C

5.1: 100 percent / TBAF; AcOH / tetrahydrofuran / 144 h / 20 °C

6.1: 93 percent / DDQ / CH₂Cl₂ / 0.58 h / -10 °C

7.1: 100 percent / Dess-Martin periodinane; Py / CH₂Cl₂ / 0.5 h / 20 °C

8.1: t-BuOK / tetrahydrofuran / 1 h / -78 °C

8.2: tetrahydrofuran / 38 h / 20 °C

9.1: 74 percent / LiAlH₄ / diethyl ether / 3 h / 0 °C

10.1: 86 percent / imidazole / CH₂Cl₂ / 72 h / 20 °C

11.1: 100 percent / iso-Pr₂EtN / CH₂Cl₂ / 168 h / 20 °C

12.1: 70 percent / DIBAH / hexane; CH₂Cl₂ / 13.5 h / -50 °C

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; zinc(II) tetrahydroborate; potassium tert-butylate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; 1.1: Oxidation / 2.1: Hydrolysis / 3.1: Hydrogenolysis / 4.1: Acetylation / 5.1: desilylation / 6.1: Cyclization / 7.1: Oxidation / 8.1: Metallation / 8.2: olefination / 9.1: Hydrogenolysis / 10.1: Substitution / 11.1: Substitution / 12.1: reductive cleavage;
DOI:10.1248/cpb.47.1288

Reference yield:

: 240821-06-1
(2R,3E,6S,7S,8R)-6-(tert-butyldimethylsilyloxymethyl)-1,9-di(tert-butyldiphenylsilyloxy)-7-(3,4-dimethoxybenzyloxy)-2,4,8-trimethyl-3-nonen-5-one

: 240821-31-2
(2R,3S,4S,5S,6E,8S,9Z)-4-(tert-butyldimethylsilyloxymethyl)-3-(3,4-dimethoxybenzyloxy)-5-methoxymethoxy-2,6,8-trimethyl-6,9-undecadien-1-ol

Guidance literature:: Multi-step reaction with 11 steps

1.1: 99 percent / PPTS / ethanol / 6 h / 50 - 55 °C

2.1: 96 percent / Zn(BH₄)2 / diethyl ether / 7 h / 0 °C

3.1: 96 percent / Et₃N; DMAP / CH₂Cl₂ / 10.5 h / 0 °C

4.1: 100 percent / TBAF; AcOH / tetrahydrofuran / 144 h / 20 °C

5.1: 93 percent / DDQ / CH₂Cl₂ / 0.58 h / -10 °C

6.1: 100 percent / Dess-Martin periodinane; Py / CH₂Cl₂ / 0.5 h / 20 °C

7.1: t-BuOK / tetrahydrofuran / 1 h / -78 °C

7.2: tetrahydrofuran / 38 h / 20 °C

8.1: 74 percent / LiAlH₄ / diethyl ether / 3 h / 0 °C

9.1: 86 percent / imidazole / CH₂Cl₂ / 72 h / 20 °C

10.1: 100 percent / iso-Pr₂EtN / CH₂Cl₂ / 168 h / 20 °C

11.1: 70 percent / DIBAH / hexane; CH₂Cl₂ / 13.5 h / -50 °C

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; zinc(II) tetrahydroborate; potassium tert-butylate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; 1.1: Hydrolysis / 2.1: Hydrogenolysis / 3.1: Acetylation / 4.1: desilylation / 5.1: Cyclization / 6.1: Oxidation / 7.1: Metallation / 7.2: olefination / 8.1: Hydrogenolysis / 9.1: Substitution / 10.1: Substitution / 11.1: reductive cleavage;
DOI:10.1248/cpb.47.1288