9-(tert-butyl-dimethyl-silanyloxymethyl)-2-[3-(4-methoxy-benzyloxy)-propyl]-3,4a-dimethyl-3-(trimethyl-silanyloxy)-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8-one

Base Information

Chemical Name:9-(tert-butyl-dimethyl-silanyloxymethyl)-2-[3-(4-methoxy-benzyloxy)-propyl]-3,4a-dimethyl-3-(trimethyl-silanyloxy)-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8-one
CAS No.:884005-19-0
Molecular Formula:C₃₅H₆₀O₈Si₂
Molecular Weight:665.028
Hs Code.:

9-(tert-butyl-dimethyl-silanyloxymethyl)-2-[3-(4-methoxy-benzyloxy)-propyl]-3,4a-dimethyl-3-(trimethyl-silanyloxy)-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8-one

Synonyms:9-(tert-butyl-dimethyl-silanyloxymethyl)-2-[3-(4-methoxy-benzyloxy)-propyl]-3,4a-dimethyl-3-(trimethyl-silanyloxy)-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8-one

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Chemical Property of 9-(tert-butyl-dimethyl-silanyloxymethyl)-2-[3-(4-methoxy-benzyloxy)-propyl]-3,4a-dimethyl-3-(trimethyl-silanyloxy)-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8-one

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Technology Process of 9-(tert-butyl-dimethyl-silanyloxymethyl)-2-[3-(4-methoxy-benzyloxy)-propyl]-3,4a-dimethyl-3-(trimethyl-silanyloxy)-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8-one

There total 16 articles about 9-(tert-butyl-dimethyl-silanyloxymethyl)-2-[3-(4-methoxy-benzyloxy)-propyl]-3,4a-dimethyl-3-(trimethyl-silanyloxy)-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8-one 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%

: 884005-04-3
9-(tert-butyl-dimethyl-silanyloxymethyl)-2-[3-(4-methoxy-benzyloxy)-propyl]-3,4a-dimethyl-3-(trimethyl-silanyloxy)-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8-ol

: 884005-19-0
9-(tert-butyl-dimethyl-silanyloxymethyl)-2-[3-(4-methoxy-benzyloxy)-propyl]-3,4a-dimethyl-3-(trimethyl-silanyloxy)-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8-one

Guidance literature:: With N-methyl-2-indolinone; tetrapropylammonium perruthennate; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1002/chem.200500993

Reference yield:

: C₂₂H₃₄O₇

: 884005-19-0
9-(tert-butyl-dimethyl-silanyloxymethyl)-2-[3-(4-methoxy-benzyloxy)-propyl]-3,4a-dimethyl-3-(trimethyl-silanyloxy)-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8-one

Guidance literature:: Multi-step reaction with 11 steps

1: 2,6-lutidine / CH₂Cl₂ / -65 °C

2: 2,6-lutidine / 0 °C

3: 88 percent / CuI / diethyl ether / -40 - 20 °C

4: 85 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

5: 95 percent / DCC; DMAP / CH₂Cl₂ / 4 h / 20 °C

6: 100 percent / i-Pr₂NEt; DMAP / CH₂Cl₂ / 3 h / 20 °C

7: 71 percent / TiCl₄; Zn; TMEDA / PbCl₂ / tetrahydrofuran / 65 °C

8: 88 percent / Schrock's molybdenum catalyst / hexane / 16 h / 50 °C

9: dimethyldioxirane / CH₂Cl₂; acetone / -70 - 0 °C

10: 0.222 g / DIBAL-H / CH₂Cl₂; hexane / 0.2 h / -70 °C

11: 90 percent / NMO; TPAP / CH₂Cl₂ / 1.5 h / 20 °C

With 2,6-dimethylpyridine; dmap; copper(l) iodide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; 3,3-dimethyldioxirane; titanium tetrachloride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; zinc; bis[1,1-di(trifluoromethyl)ethoxy][(2,6-diisopropylphenyl)imino](2-methyl-2-phenylpropylidene)molybdenum; lead(II) chloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetone;
DOI:10.1002/chem.200500993

Reference yield:

: C₃₀H₅₀O₇Si

: 884005-19-0
9-(tert-butyl-dimethyl-silanyloxymethyl)-2-[3-(4-methoxy-benzyloxy)-propyl]-3,4a-dimethyl-3-(trimethyl-silanyloxy)-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8-one

Guidance literature:: Multi-step reaction with 12 steps

1: 100 percent / HF*pyridine / tetrahydrofuran / 0 °C

2: 2,6-lutidine / CH₂Cl₂ / -65 °C

3: 2,6-lutidine / 0 °C

4: 88 percent / CuI / diethyl ether / -40 - 20 °C

5: 85 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

6: 95 percent / DCC; DMAP / CH₂Cl₂ / 4 h / 20 °C

7: 100 percent / i-Pr₂NEt; DMAP / CH₂Cl₂ / 3 h / 20 °C

8: 71 percent / TiCl₄; Zn; TMEDA / PbCl₂ / tetrahydrofuran / 65 °C

9: 88 percent / Schrock's molybdenum catalyst / hexane / 16 h / 50 °C

10: dimethyldioxirane / CH₂Cl₂; acetone / -70 - 0 °C

11: 0.222 g / DIBAL-H / CH₂Cl₂; hexane / 0.2 h / -70 °C

12: 90 percent / NMO; TPAP / CH₂Cl₂ / 1.5 h / 20 °C

With 2,6-dimethylpyridine; dmap; copper(l) iodide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; 3,3-dimethyldioxirane; titanium tetrachloride; diisobutylaluminium hydride; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; zinc; bis[1,1-di(trifluoromethyl)ethoxy][(2,6-diisopropylphenyl)imino](2-methyl-2-phenylpropylidene)molybdenum; lead(II) chloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetone;
DOI:10.1002/chem.200500993