(2E,4S,5S,7S,8Z,10S,11R,12R,14R)-11-(4-methoxybenzyloxy)-5,15-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-1-(trityloxy)pentadeca-2,8-dien-7-ol

Base Information

Chemical Name:(2E,4S,5S,7S,8Z,10S,11R,12R,14R)-11-(4-methoxybenzyloxy)-5,15-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-1-(trityloxy)pentadeca-2,8-dien-7-ol
CAS No.:871236-72-5
Molecular Formula:C₅₈H₈₆O₆Si₂
Molecular Weight:935.488
Hs Code.:

(2E,4S,5S,7S,8Z,10S,11R,12R,14R)-11-(4-methoxybenzyloxy)-5,15-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-1-(trityloxy)pentadeca-2,8-dien-7-ol

Synonyms:(2E,4S,5S,7S,8Z,10S,11R,12R,14R)-11-(4-methoxybenzyloxy)-5,15-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-1-(trityloxy)pentadeca-2,8-dien-7-ol

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Chemical Property of (2E,4S,5S,7S,8Z,10S,11R,12R,14R)-11-(4-methoxybenzyloxy)-5,15-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-1-(trityloxy)pentadeca-2,8-dien-7-ol

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Technology Process of (2E,4S,5S,7S,8Z,10S,11R,12R,14R)-11-(4-methoxybenzyloxy)-5,15-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-1-(trityloxy)pentadeca-2,8-dien-7-ol

There total 28 articles about (2E,4S,5S,7S,8Z,10S,11R,12R,14R)-11-(4-methoxybenzyloxy)-5,15-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-1-(trityloxy)pentadeca-2,8-dien-7-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: 90.0%

: 871236-71-4
(4S,5S,7S,10S,11R,12R,14R,E)-11-(4-methoxybenzyloxy)-5,15-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-1-(trityloxy)pentadec-2-en-8-yn-7-ol

: 871236-72-5
(2E,4S,5S,7S,8Z,10S,11R,12R,14R)-11-(4-methoxybenzyloxy)-5,15-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-1-(trityloxy)pentadeca-2,8-dien-7-ol

Guidance literature:: With hydrogen; Lindlar's catalyst; In toluene; for 1h;
DOI:10.1016/j.tet.2007.05.033

Reference yield:

: C₃₃H₄₂O₃Si

: 871236-72-5
(2E,4S,5S,7S,8Z,10S,11R,12R,14R)-11-(4-methoxybenzyloxy)-5,15-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-1-(trityloxy)pentadeca-2,8-dien-7-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH₂PO₄*H₂O; NaClO₂; 2-methyl-2-butene / tetrahydrofuran; H₂O / 2 h

2.1: 0.37 g / Et₃N; 4-(dimethylamino)pyridine; DCC / CH₂Cl₂ / 0 - 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

3.2: 98 percent / tetrahydrofuran; hexane / -78 - 0 °C

4.1: 87 percent / i-PrOH / (S,S)-Noyori catalyst / 12 h

5.1: 90 percent / hydrogen / Lindlar catalyst / toluene / 1 h

With dmap; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; hydrogen; triethylamine; dicyclohexyl-carbodiimide; isopropyl alcohol; Lindlar's catalyst; (S,S)-Noyori catalyst; In tetrahydrofuran; hexane; dichloromethane; water; toluene;
DOI:10.1016/j.tet.2007.05.033

Reference yield:

: C₃₃H₄₂O₄Si

: 871236-72-5
(2E,4S,5S,7S,8Z,10S,11R,12R,14R)-11-(4-methoxybenzyloxy)-5,15-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-1-(trityloxy)pentadeca-2,8-dien-7-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 0.37 g / Et₃N; 4-(dimethylamino)pyridine; DCC / CH₂Cl₂ / 0 - 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

2.2: 98 percent / tetrahydrofuran; hexane / -78 - 0 °C

3.1: 87 percent / i-PrOH / (S,S)-Noyori catalyst / 12 h

4.1: 90 percent / hydrogen / Lindlar catalyst / toluene / 1 h

With dmap; n-butyllithium; hydrogen; triethylamine; dicyclohexyl-carbodiimide; isopropyl alcohol; Lindlar's catalyst; (S,S)-Noyori catalyst; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1016/j.tet.2007.05.033