1-{3-[6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-1,5-dioxa-benzocyclohepten-7-yloxy]-octahydro-pyrano[3,2-b]pyran-2-yl}-ethanone

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Chemical Name:1-{3-[6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-1,5-dioxa-benzocyclohepten-7-yloxy]-octahydro-pyrano[3,2-b]pyran-2-yl}-ethanone
CAS No.:208454-53-9
Molecular Formula:C₆₀H₈₆O₉Si₃
Molecular Weight:1035.59
Hs Code.:

1-{3-[6-[2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-ethyl]-3-(<i>tert</i>-butyl-diphenyl-silanyloxy)-2-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-octahydro-1,5-dioxa-benzocyclohepten-7-yloxy]-octahydro-pyrano[3,2-<i>b</i>]pyran-2-yl}-ethanone

Synonyms:1-{3-[6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-1,5-dioxa-benzocyclohepten-7-yloxy]-octahydro-pyrano[3,2-b]pyran-2-yl}-ethanone

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Chemical Property of 1-{3-[6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-1,5-dioxa-benzocyclohepten-7-yloxy]-octahydro-pyrano[3,2-b]pyran-2-yl}-ethanone

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Technology Process of 1-{3-[6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-1,5-dioxa-benzocyclohepten-7-yloxy]-octahydro-pyrano[3,2-b]pyran-2-yl}-ethanone

There total 10 articles about 1-{3-[6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-1,5-dioxa-benzocyclohepten-7-yloxy]-octahydro-pyrano[3,2-b]pyran-2-yl}-ethanone 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: 94.0%

: 208454-73-3
1-{3-[6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-1,5-dioxa-benzocyclohepten-7-yloxy]-octahydro-pyrano[3,2-b]pyran-2-yl}-ethanol

: 208454-53-9
1-{3-[6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-1,5-dioxa-benzocyclohepten-7-yloxy]-octahydro-pyrano[3,2-b]pyran-2-yl}-ethanone

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1021/jo990989b

Reference yield:

: 208454-48-2
((2R,3S)-3-Allyloxy-tetrahydro-pyran-2-yl)-acetaldehyde

: 208454-53-9
1-{3-[6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-1,5-dioxa-benzocyclohepten-7-yloxy]-octahydro-pyrano[3,2-b]pyran-2-yl}-ethanone

Guidance literature:: Multi-step reaction with 8 steps

2.1: sec-butyllithium / tetrahydrofuran / -78 °C

2.2: 32 percent / tetrahydrofuran / -78 °C

3.1: 29 percent / TiCl₄; triphenylphosphine / CH₂Cl₂ / -78 - 0 °C

4.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

5.1: N-methylmorpholine N-oxide; OsO₄ / H₂O; 2-methyl-propan-2-ol; various solvent(s) / 20 °C

6.1: lead tetraacetate / benzene / 0.5 h / 20 °C

7.1: 2.778 g / tetrahydrofuran; diethyl ether / -78 - 0 °C

8.1: 94 percent / oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / -78 - 20 °C

With 2,6-dimethylpyridine; lead(IV) acetate; osmium(VIII) oxide; oxalyl dichloride; sec.-butyllithium; titanium tetrachloride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; water; tert-butyl alcohol; benzene; 2.1: Metallation / 2.2: allylsilylation / 3.1: Cyclization / 4.1: Etherification / 5.1: Oxidation / 6.1: Oxidation / 7.1: Addition / 8.1: Oxidation;
DOI:10.1021/jo990989b

Reference yield:

: 208454-47-1
(2R,3S,4aR,6S,7R,9aS)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-(2-hydroxy-ethyl)-octahydro-1,5-dioxa-benzocyclohepten-7-ol

: 208454-53-9
1-{3-[6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-1,5-dioxa-benzocyclohepten-7-yloxy]-octahydro-pyrano[3,2-b]pyran-2-yl}-ethanone

Guidance literature:: Multi-step reaction with 8 steps

2.1: sec-butyllithium / tetrahydrofuran / -78 °C

2.2: 32 percent / tetrahydrofuran / -78 °C

3.1: 29 percent / TiCl₄; triphenylphosphine / CH₂Cl₂ / -78 - 0 °C

4.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

5.1: N-methylmorpholine N-oxide; OsO₄ / H₂O; 2-methyl-propan-2-ol; various solvent(s) / 20 °C

6.1: lead tetraacetate / benzene / 0.5 h / 20 °C

7.1: 2.778 g / tetrahydrofuran; diethyl ether / -78 - 0 °C

8.1: 94 percent / oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / -78 - 20 °C

With 2,6-dimethylpyridine; lead(IV) acetate; osmium(VIII) oxide; oxalyl dichloride; sec.-butyllithium; titanium tetrachloride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; water; tert-butyl alcohol; benzene; 2.1: Metallation / 2.2: allylsilylation / 3.1: Cyclization / 4.1: Etherification / 5.1: Oxidation / 6.1: Oxidation / 7.1: Addition / 8.1: Oxidation;
DOI:10.1021/jo990989b