2-(3-benzyloxy-propyl)-4a,10a-dimethyl-4-(triisopropyl-silanyloxy)-7-[2-(triisopropyl-silanyloxy)-ethyl]-3,4,4a,5,8a,9,9a,10a-octahydro-2H-1,8,10-trioxa-anthracene

Base Information

Chemical Name:2-(3-benzyloxy-propyl)-4a,10a-dimethyl-4-(triisopropyl-silanyloxy)-7-[2-(triisopropyl-silanyloxy)-ethyl]-3,4,4a,5,8a,9,9a,10a-octahydro-2H-1,8,10-trioxa-anthracene
CAS No.:884004-90-4
Molecular Formula:C₄₃H₇₆O₆Si₂
Molecular Weight:745.244
Hs Code.:

2-(3-benzyloxy-propyl)-4a,10a-dimethyl-4-(triisopropyl-silanyloxy)-7-[2-(triisopropyl-silanyloxy)-ethyl]-3,4,4a,5,8a,9,9a,10a-octahydro-2H-1,8,10-trioxa-anthracene

Synonyms:2-(3-benzyloxy-propyl)-4a,10a-dimethyl-4-(triisopropyl-silanyloxy)-7-[2-(triisopropyl-silanyloxy)-ethyl]-3,4,4a,5,8a,9,9a,10a-octahydro-2H-1,8,10-trioxa-anthracene

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Chemical Property of 2-(3-benzyloxy-propyl)-4a,10a-dimethyl-4-(triisopropyl-silanyloxy)-7-[2-(triisopropyl-silanyloxy)-ethyl]-3,4,4a,5,8a,9,9a,10a-octahydro-2H-1,8,10-trioxa-anthracene

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Technology Process of 2-(3-benzyloxy-propyl)-4a,10a-dimethyl-4-(triisopropyl-silanyloxy)-7-[2-(triisopropyl-silanyloxy)-ethyl]-3,4,4a,5,8a,9,9a,10a-octahydro-2H-1,8,10-trioxa-anthracene

There total 19 articles about 2-(3-benzyloxy-propyl)-4a,10a-dimethyl-4-(triisopropyl-silanyloxy)-7-[2-(triisopropyl-silanyloxy)-ethyl]-3,4,4a,5,8a,9,9a,10a-octahydro-2H-1,8,10-trioxa-anthracene 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:

: C₄₅H₈₀O₆Si₂

: 884004-90-4
2-(3-benzyloxy-propyl)-4a,10a-dimethyl-4-(triisopropyl-silanyloxy)-7-[2-(triisopropyl-silanyloxy)-ethyl]-3,4,4a,5,8a,9,9a,10a-octahydro-2H-1,8,10-trioxa-anthracene

Guidance literature:: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In benzene; at 20 ℃; for 50h;
DOI:10.1002/chem.200500993

Reference yield:

: C₂₄H₃₀O₅

: 884004-90-4
2-(3-benzyloxy-propyl)-4a,10a-dimethyl-4-(triisopropyl-silanyloxy)-7-[2-(triisopropyl-silanyloxy)-ethyl]-3,4,4a,5,8a,9,9a,10a-octahydro-2H-1,8,10-trioxa-anthracene

Guidance literature:: Multi-step reaction with 15 steps

1: 6.5 g / diethyl ether / 0.5 h / -65 - 20 °C

2: 85 percent / (i-Pr)2NEt

3: TiCl₄; TMEDA; Zn / PbCl₂ / CH₂Cl₂

4: PhCH=RuCH{[(Mes)NCH₂CH₂N(Mes)]}(PCy₃)Cl₂ / benzene / 20 °C

5: 92 percent / m-CPBA

6: 78 percent / NaH / tetrahydrofuran

7: PPTS; pyridine / toluene / 100 °C

8: 97 percent / DDQ; H₂O / CH₂Cl₂

9: DEAD; PPh₃ / toluene

10: NaOH / tetrahydrofuran; methanol

11: 100 percent / (i-Pr)2NEt; DMAP / dimethylformamide / 14 h / 65 °C

12: NaBH₄ / ethanol / 4 h / -65 - 20 °C

13: 4.41 g / 1,3-dicyclohexylcarbodiimide; DMAP / CH₂Cl₂ / 1 h / 20 °C

14: TiCl₄; TMEDA; Zn / PbCl₂ / CH₂Cl₂; tetrahydrofuran / 2.7 h / Heating

15: 2.5 g / PhCH=RuCH{[(Mes)NCH₂CH₂N(Mes)]}(PCy₃)Cl₂ / benzene / 50 h / 20 °C

With pyridine; dmap; sodium hydroxide; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; water; pyridinium p-toluenesulfonate; titanium tetrachloride; sodium hydride; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc; diethylazodicarboxylate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; lead(II) chloride; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 9: Mitsunobu inversion;
DOI:10.1002/chem.200500993

Reference yield:

: C₃₀H₄₀O₅

: 884004-90-4
2-(3-benzyloxy-propyl)-4a,10a-dimethyl-4-(triisopropyl-silanyloxy)-7-[2-(triisopropyl-silanyloxy)-ethyl]-3,4,4a,5,8a,9,9a,10a-octahydro-2H-1,8,10-trioxa-anthracene

Guidance literature:: Multi-step reaction with 12 steps

1: PhCH=RuCH{[(Mes)NCH₂CH₂N(Mes)]}(PCy₃)Cl₂ / benzene / 20 °C

2: 92 percent / m-CPBA

3: 78 percent / NaH / tetrahydrofuran

4: PPTS; pyridine / toluene / 100 °C

5: 97 percent / DDQ; H₂O / CH₂Cl₂

6: DEAD; PPh₃ / toluene

7: NaOH / tetrahydrofuran; methanol

8: 100 percent / (i-Pr)2NEt; DMAP / dimethylformamide / 14 h / 65 °C

9: NaBH₄ / ethanol / 4 h / -65 - 20 °C

10: 4.41 g / 1,3-dicyclohexylcarbodiimide; DMAP / CH₂Cl₂ / 1 h / 20 °C

11: TiCl₄; TMEDA; Zn / PbCl₂ / CH₂Cl₂; tetrahydrofuran / 2.7 h / Heating

12: 2.5 g / PhCH=RuCH{[(Mes)NCH₂CH₂N(Mes)]}(PCy₃)Cl₂ / benzene / 50 h / 20 °C

With pyridine; dmap; sodium hydroxide; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; water; pyridinium p-toluenesulfonate; titanium tetrachloride; sodium hydride; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc; diethylazodicarboxylate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; lead(II) chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 6: Mitsunobu inversion;
DOI:10.1002/chem.200500993