(2S,6R)-2-[(2R,4R,6R,7S)-2,4-bis-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-7-methylnon-8-ynyl]-6-[2-(tert-butyl-dimethylsilanyloxy)ethyl]tetrahydropyran

Base Information

Chemical Name:(2S,6R)-2-[(2R,4R,6R,7S)-2,4-bis-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-7-methylnon-8-ynyl]-6-[2-(tert-butyl-dimethylsilanyloxy)ethyl]tetrahydropyran
CAS No.:942505-83-1
Molecular Formula:C₄₃H₈₀O₆Si₃
Molecular Weight:777.361
Hs Code.:

(2S,6R)-2-[(2R,4R,6R,7S)-2,4-bis-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-7-methylnon-8-ynyl]-6-[2-(tert-butyl-dimethylsilanyloxy)ethyl]tetrahydropyran

Synonyms:(2S,6R)-2-[(2R,4R,6R,7S)-2,4-bis-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-7-methylnon-8-ynyl]-6-[2-(tert-butyl-dimethylsilanyloxy)ethyl]tetrahydropyran

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Chemical Property of (2S,6R)-2-[(2R,4R,6R,7S)-2,4-bis-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-7-methylnon-8-ynyl]-6-[2-(tert-butyl-dimethylsilanyloxy)ethyl]tetrahydropyran

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Technology Process of (2S,6R)-2-[(2R,4R,6R,7S)-2,4-bis-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-7-methylnon-8-ynyl]-6-[2-(tert-butyl-dimethylsilanyloxy)ethyl]tetrahydropyran

There total 21 articles about (2S,6R)-2-[(2R,4R,6R,7S)-2,4-bis-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-7-methylnon-8-ynyl]-6-[2-(tert-butyl-dimethylsilanyloxy)ethyl]tetrahydropyran 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: 92.0%

: 1033003-84-7
C₄₃H₈₀Br₂O₆Si₃

: 942505-83-1
(2S,6R)-2-[(2R,4R,6R,7S)-2,4-bis-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-7-methylnon-8-ynyl]-6-[2-(tert-butyl-dimethylsilanyloxy)ethyl]tetrahydropyran

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -20 ℃; for 1h; Inert atmosphere;
DOI:10.1039/c2ob25100k

Reference yield: 76.0%

: 942505-92-2
C₄₂H₈₂O₇Si₃

: 558-13-4
carbon tetrabromide

: 942505-83-1
(2S,6R)-2-[(2R,4R,6R,7S)-2,4-bis-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-7-methylnon-8-ynyl]-6-[2-(tert-butyl-dimethylsilanyloxy)ethyl]tetrahydropyran

Guidance literature:: C₄₂H₈₂O₇Si₃; With Dess-Martin periodane; In dichloromethane;

carbon tetrabromide; With triethylamine; triphenylphosphine; In dichloromethane; at -78 ℃;

With n-butyllithium; In tetrahydrofuran; Further stages.;
DOI:10.1039/b700827a

Reference yield:

: 942505-86-4
C₁₄H₃₀O₂Si

: 942505-83-1
(2S,6R)-2-[(2R,4R,6R,7S)-2,4-bis-(tert-butyl-dimethylsilanyloxy)-6-(4-methoxybenzyloxy)-7-methylnon-8-ynyl]-6-[2-(tert-butyl-dimethylsilanyloxy)ethyl]tetrahydropyran

Guidance literature:: Multi-step reaction with 10 steps

1.1: 91 percent / Grubbs catalyst (second generation) / CH₂Cl₂

2.1: KO-t-Bu / tetrahydrofuran / -20 °C

3.1: LiAlH₄ / diethyl ether

4.1: Dess-Martin periodinane / CH₂Cl₂

5.1: 80 percent / TiCl₄ / CH₂Cl₂ / -78 °C

6.1: imidazole; DMAP / dimethylformamide

6.2: O₃ / CH₂Cl₂ / -78 °C

6.3: 85 percent / PPh₃ / CH₂Cl₂

7.1: (-)-Ipc₂BCl; Et₃N / diethyl ether

7.2: 75 percent / diethyl ether / -78 °C

8.1: Me₄NBH(OAc)3; AcOH / acetonitrile / -30 °C

8.2: DDQ; 4 Angstroem molecular sieves / CH₂Cl₂

8.3: 51 percent / 2,6-lutidine / CH₂Cl₂

9.1: 62 percent / BH₃*Me₂S / toluene / 100 °C

10.1: Dess-Martin periodinane / CH₂Cl₂

10.2: PPh₃; Et₃N / CH₂Cl₂ / -78 °C

10.3: 76 percent / n-BuLi / tetrahydrofuran

With 1H-imidazole; dmap; lithium aluminium tetrahydride; dimethylsulfide borane complex; potassium tert-butylate; titanium tetrachloride; Dess-Martin periodane; acetic acid; triethylamine; (-)-diisopinocamphenylborane chloride; tetramethylammonium triacetoxyborohydride; Grubbs catalyst (second generation); In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 2.1: intramolecular Michael addition / 10.2: Corey Fuchs alkynylation / 10.3: Corey-Fuchs alkynylation;
DOI:10.1039/b700827a