(4aR,5aS,10aR,11aS)-9-[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-2,2-di-tert-butyl-4a,5a-dimethyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalene

Base Information

Chemical Name:(4aR,5aS,10aR,11aS)-9-[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-2,2-di-tert-butyl-4a,5a-dimethyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalene
CAS No.:855300-16-2
Molecular Formula:C₅₁H₆₈O₉Si
Molecular Weight:853.181
Hs Code.:

(4aR,5aS,10aR,11aS)-9-[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-2,2-di-tert-butyl-4a,5a-dimethyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalene

Synonyms:(4aR,5aS,10aR,11aS)-9-[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-2,2-di-tert-butyl-4a,5a-dimethyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalene

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Chemical Property of (4aR,5aS,10aR,11aS)-9-[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-2,2-di-tert-butyl-4a,5a-dimethyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalene

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Technology Process of (4aR,5aS,10aR,11aS)-9-[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-2,2-di-tert-butyl-4a,5a-dimethyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalene

There total 6 articles about (4aR,5aS,10aR,11aS)-9-[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-2,2-di-tert-butyl-4a,5a-dimethyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalene 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:

: 855300-14-0
(4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-2,2-di-tert-butyl-4a,6-dimethyl-hexahydro-1,3,5-trioxa-2-sila-naphthalene

: 855300-16-2
(4aR,5aS,10aR,11aS)-9-[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-2,2-di-tert-butyl-4a,5a-dimethyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalene

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / H₂ / Pd/C / ethyl acetate; methanol

2: 92 percent / Sc(OTf)3 / benzene / 1.5 h

3: DDQ; H₂O / CH₂Cl₂

4: NaHMDS; TBAI / tetrahydrofuran; dimethylformamide

With water; hydrogen; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; scandium tris(trifluoromethanesulfonate); palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.tetlet.2005.04.040

Reference yield:

: 85272-31-7
di-tert-butylsilyl bis(trifluoromethanesulfonate)

: 855300-16-2
(4aR,5aS,10aR,11aS)-9-[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-2,2-di-tert-butyl-4a,5a-dimethyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalene

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / 2,6-lutidine / dimethylformamide; tetrahydrofuran

2: 81 percent / H₂ / Pd/C / ethyl acetate; methanol

3: 92 percent / Sc(OTf)3 / benzene / 1.5 h

4: DDQ; H₂O / CH₂Cl₂

5: NaHMDS; TBAI / tetrahydrofuran; dimethylformamide

With 2,6-dimethylpyridine; water; hydrogen; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; scandium tris(trifluoromethanesulfonate); palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.tetlet.2005.04.040

Reference yield:

: 170706-73-7
(2R,3S,5R,6S)-5-Benzyloxy-6-(2-benzyloxy-ethyl)-2-hydroxymethyl-2,6-dimethyl-tetrahydro-pyran-3-ol

: 855300-16-2
(4aR,5aS,10aR,11aS)-9-[(2R,3S,5R,6S)-5-Benzyloxy-6-benzyloxymethyl-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethyl]-2,2-di-tert-butyl-4a,5a-dimethyl-octahydro-1,3,5,8,10-pentaoxa-2-sila-cyclohepta[b]naphthalene

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / 2,6-lutidine / dimethylformamide; tetrahydrofuran

2: 81 percent / H₂ / Pd/C / ethyl acetate; methanol

3: 92 percent / Sc(OTf)3 / benzene / 1.5 h

4: DDQ; H₂O / CH₂Cl₂

5: NaHMDS; TBAI / tetrahydrofuran; dimethylformamide

With 2,6-dimethylpyridine; water; hydrogen; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; scandium tris(trifluoromethanesulfonate); palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.tetlet.2005.04.040