1-((Z)-(2S,3S,4R,5R,6S,10S,11R,12S)-13-Benzyloxy-3-methoxymethoxy-2,4,6,8,10,12-hexamethyl-5,11-bis-triisopropylsilanyloxy-tridec-8-enyloxymethyl)-4-methoxy-benzene

Base Information

Chemical Name:1-((Z)-(2S,3S,4R,5R,6S,10S,11R,12S)-13-Benzyloxy-3-methoxymethoxy-2,4,6,8,10,12-hexamethyl-5,11-bis-triisopropylsilanyloxy-tridec-8-enyloxymethyl)-4-methoxy-benzene
CAS No.:600737-66-4
Molecular Formula:C₅₄H₉₆O₇Si₂
Molecular Weight:913.523
Hs Code.:

1-((Z)-(2S,3S,4R,5R,6S,10S,11R,12S)-13-Benzyloxy-3-methoxymethoxy-2,4,6,8,10,12-hexamethyl-5,11-bis-triisopropylsilanyloxy-tridec-8-enyloxymethyl)-4-methoxy-benzene

Synonyms:1-((Z)-(2S,3S,4R,5R,6S,10S,11R,12S)-13-Benzyloxy-3-methoxymethoxy-2,4,6,8,10,12-hexamethyl-5,11-bis-triisopropylsilanyloxy-tridec-8-enyloxymethyl)-4-methoxy-benzene

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Chemical Property of 1-((Z)-(2S,3S,4R,5R,6S,10S,11R,12S)-13-Benzyloxy-3-methoxymethoxy-2,4,6,8,10,12-hexamethyl-5,11-bis-triisopropylsilanyloxy-tridec-8-enyloxymethyl)-4-methoxy-benzene

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Technology Process of 1-((Z)-(2S,3S,4R,5R,6S,10S,11R,12S)-13-Benzyloxy-3-methoxymethoxy-2,4,6,8,10,12-hexamethyl-5,11-bis-triisopropylsilanyloxy-tridec-8-enyloxymethyl)-4-methoxy-benzene

There total 15 articles about 1-((Z)-(2S,3S,4R,5R,6S,10S,11R,12S)-13-Benzyloxy-3-methoxymethoxy-2,4,6,8,10,12-hexamethyl-5,11-bis-triisopropylsilanyloxy-tridec-8-enyloxymethyl)-4-methoxy-benzene 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:

: 63930-49-4
(R)-3-(benzyloxy)-2-methylpropan-1-ol

: 600737-66-4
1-((Z)-(2S,3S,4R,5R,6S,10S,11R,12S)-13-Benzyloxy-3-methoxymethoxy-2,4,6,8,10,12-hexamethyl-5,11-bis-triisopropylsilanyloxy-tridec-8-enyloxymethyl)-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 10 steps

1: oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

2: 4.72 g / TiCl₄ / CH₂Cl₂ / 1 h / -78 °C

3: 98 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0.25 h / 0 °C

4: TsOH / tetrahydrofuran; H₂O / 7 h / Heating

5: 1.58 g / lithium borohydride / tetrahydrofuran / 4 h / 0 °C

6: 88 percent / triethylamine; DMAP / CH₂Cl₂ / 24 h / 20 °C

7: triethylamine / CH₂Cl₂ / 24 h

8: 3.61 g / DIBAL-H / CH₂Cl₂; toluene / 0.33 h / -78 °C

9: 96 percent / triphenyl phosphite methiodide / dimethylformamide / 0.5 h

With dmap; sodium tetrahydroborate; lithium borohydride; cerium(III) chloride; oxalyl dichloride; triphenyl phosphite methiodide; titanium tetrachloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1: Swern oxidation / 3: Luche reduction / 4: Ferrier rearrangement;
DOI:10.1021/jo034521r

Reference yield:

: 79027-28-4
(2S)-3-(benzyloxy)-2-methylpropanal

: 600737-66-4
1-((Z)-(2S,3S,4R,5R,6S,10S,11R,12S)-13-Benzyloxy-3-methoxymethoxy-2,4,6,8,10,12-hexamethyl-5,11-bis-triisopropylsilanyloxy-tridec-8-enyloxymethyl)-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 9 steps

1: 4.72 g / TiCl₄ / CH₂Cl₂ / 1 h / -78 °C

2: 98 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0.25 h / 0 °C

3: TsOH / tetrahydrofuran; H₂O / 7 h / Heating

4: 1.58 g / lithium borohydride / tetrahydrofuran / 4 h / 0 °C

5: 88 percent / triethylamine; DMAP / CH₂Cl₂ / 24 h / 20 °C

6: triethylamine / CH₂Cl₂ / 24 h

7: 3.61 g / DIBAL-H / CH₂Cl₂; toluene / 0.33 h / -78 °C

8: 96 percent / triphenyl phosphite methiodide / dimethylformamide / 0.5 h

With dmap; sodium tetrahydroborate; lithium borohydride; cerium(III) chloride; triphenyl phosphite methiodide; titanium tetrachloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 2: Luche reduction / 3: Ferrier rearrangement;
DOI:10.1021/jo034521r

Reference yield:

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 600737-66-4
1-((Z)-(2S,3S,4R,5R,6S,10S,11R,12S)-13-Benzyloxy-3-methoxymethoxy-2,4,6,8,10,12-hexamethyl-5,11-bis-triisopropylsilanyloxy-tridec-8-enyloxymethyl)-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 5 steps

1.1: Bu₂BOTf; triethylamine / CH₂Cl₂ / 1.5 h / -78 - 0 °C

1.2: 20.09 g / CH₂Cl₂ / 12 h / -78 - 20 °C

2.1: 86 percent / trimethylaluminium / tetrahydrofuran; benzene / 3.5 h / 0 °C

3.1: 13.0 g / diisopropylethylamine; (ⁿBu)4N⁽¹⁺⁾*I^(1-) / 2.5 h / 0 °C

4.1: 10.8 g / tetrahydrofuran; diethyl ether / 7 h / 0 °C

With di-n-butylboryl trifluoromethanesulfonate; trimethylaluminum; tetra-(n-butyl)ammonium iodide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; benzene; 1.2: Evans aldol reaction;
DOI:10.1021/jo034521r