(3R,3'R)-3,3'-Bis<(t-butyl)dimethylsilyloxy>-19,20,19'20-'tetranor-zeaxanthin

Base Information

Chemical Name:(3R,3'R)-3,3'-Bis<(t-butyl)dimethylsilyloxy>-19,20,19'20-'tetranor-zeaxanthin
CAS No.:83021-17-4
Molecular Formula:C₄₈H₇₆O₂Si₂
Molecular Weight:741.301
Hs Code.:

Synonyms:

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Chemical Property of (3R,3'R)-3,3'-Bis<(t-butyl)dimethylsilyloxy>-19,20,19'20-'tetranor-zeaxanthin

Chemical Property:

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Technology Process of (3R,3'R)-3,3'-Bis<(t-butyl)dimethylsilyloxy>-19,20,19'20-'tetranor-zeaxanthin

There total 9 articles about (3R,3'R)-3,3'-Bis<(t-butyl)dimethylsilyloxy>-19,20,19'20-'tetranor-zeaxanthin 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: 29.0%

: 83021-15-2
(R)-3-(t-Butyl)dimethylsilyloxy-19,20-dinor-vitamin-A-aldehyd

: 83021-17-4
(3R,3'R)-3,3'-Bis<(t-butyl)dimethylsilyloxy>-19,20,19'20-'tetranor-zeaxanthin

Guidance literature:: With lithium aluminium tetrahydride; titanium tetrachloride; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In tetrahydrofuran; for 0.666667h; Heating;
DOI:10.1002/hlca.19820650323

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 83021-17-4
(3R,3'R)-3,3'-Bis<(t-butyl)dimethylsilyloxy>-19,20,19'20-'tetranor-zeaxanthin

Guidance literature:: Multi-step reaction with 6 steps

1: 6.5 g / 4-dimethylaminopyridine, triethylamine / CH₂Cl₂ / 24 h / Ambient temperature

2: 1.) NaOH, Br₂; 2.) Na₂S₂O₅ / 1.) water, dioxane, 1 h, 0 deg C; 2.) water

3: 1.89 percent

4: DIBAH / diethyl ether; hexane / 0.25 h / 0 °C

5: 93 percent / MnO₂ / ethyl acetate / 0.25 h / Ambient temperature

6: 29 percent / TiCl₄, LiAlH₄, 1,8-bis(dimethylamino)napthaline / tetrahydrofuran / 0.67 h / Heating

With dmap; manganese(IV) oxide; sodium metabisulfite; sodium hydroxide; lithium aluminium tetrahydride; bromine; titanium tetrachloride; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; ethyl acetate;
DOI:10.1002/hlca.19820650323

Reference yield:

: 83021-07-2
(S,E)-4-[4-(tert-butyldimethylsilyloxy)-2,6,6-trimethylcyclohex-1-en-1-yl]but-3-en-2-one

: 83021-17-4
(3R,3'R)-3,3'-Bis<(t-butyl)dimethylsilyloxy>-19,20,19'20-'tetranor-zeaxanthin

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaOH, Br₂; 2.) Na₂S₂O₅ / 1.) water, dioxane, 1 h, 0 deg C; 2.) water

2: 1.89 percent

3: DIBAH / diethyl ether; hexane / 0.25 h / 0 °C

4: 93 percent / MnO₂ / ethyl acetate / 0.25 h / Ambient temperature

5: 29 percent / TiCl₄, LiAlH₄, 1,8-bis(dimethylamino)napthaline / tetrahydrofuran / 0.67 h / Heating

With manganese(IV) oxide; sodium metabisulfite; sodium hydroxide; lithium aluminium tetrahydride; bromine; titanium tetrachloride; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; hexane; ethyl acetate;
DOI:10.1002/hlca.19820650323