(4aR,6S,7R,8aS)-6-Benzyloxymethyl-2,2-di-tert-butyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-2-sila-naphthalene

Base Information

Chemical Name:(4aR,6S,7R,8aS)-6-Benzyloxymethyl-2,2-di-tert-butyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-2-sila-naphthalene
CAS No.:865871-57-4
Molecular Formula:C₂₈H₅₀O₅Si₂
Molecular Weight:522.873
Hs Code.:

Synonyms:(4aR,6S,7R,8aS)-6-Benzyloxymethyl-2,2-di-tert-butyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-2-sila-naphthalene

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Chemical Property of (4aR,6S,7R,8aS)-6-Benzyloxymethyl-2,2-di-tert-butyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-2-sila-naphthalene

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Technology Process of (4aR,6S,7R,8aS)-6-Benzyloxymethyl-2,2-di-tert-butyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-2-sila-naphthalene

There total 1 articles about (4aR,6S,7R,8aS)-6-Benzyloxymethyl-2,2-di-tert-butyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-2-sila-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: 94.0%

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 391235-81-7
(1S,6R,8S,9R)-8-(benzyloxy)methyl-3,3-di-tert-butyl-2,4,7-trioxa-3-silabicyclo[4.4.0]deca-9-ol

: 865871-57-4
(4aR,6S,7R,8aS)-6-Benzyloxymethyl-2,2-di-tert-butyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-2-sila-naphthalene

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/j.tet.2005.07.007

Reference yield:

: 865871-57-4
(4aR,6S,7R,8aS)-6-Benzyloxymethyl-2,2-di-tert-butyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-2-sila-naphthalene

: 949581-38-8
(4aR,6R,7R,8aS)-2,2-Di-tert-butyl-6-[(S)-1-(4-methoxy-benzyloxy)-prop-2-ynyl]-hexahydro-1,3,5-trioxa-2-sila-naphthalen-7-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / H₂ / Pd(OH)2/C / ethyl acetate / 1 h

2: 91 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

3: 53 percent / tetrahydrofuran; diethyl ether / 1 h / 0 °C

4: NaH / dimethylformamide / 17 h / 0 °C

5: aq. acetic acid / tetrahydrofuran / 5.5 h

With hydrogen; sodium hydride; Dess-Martin periodane; acetic acid; palladium dihydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.07.007

Reference yield:

: 865871-57-4
(4aR,6S,7R,8aS)-6-Benzyloxymethyl-2,2-di-tert-butyl-7-triethylsilanyloxy-hexahydro-1,3,5-trioxa-2-sila-naphthalene

: 865871-45-0
(E)-(4aR,6R,7R,8aS)-3-{2,2-di(tert-butyl)-6-[(1S)-1-(p-methoxybenzyloxy)-2-propynyl]hexahydro-1,3,5-trioxa-2-silanaphthalen-7-yloxy}acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / H₂ / Pd(OH)2/C / ethyl acetate / 1 h

2: 91 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

3: 53 percent / tetrahydrofuran; diethyl ether / 1 h / 0 °C

4: NaH / dimethylformamide / 17 h / 0 °C

5: aq. acetic acid / tetrahydrofuran / 5.5 h

6: 6.7 mg / N-methylmorpholine / CH₂Cl₂ / 4 h / 20 °C

With 4-methyl-morpholine; hydrogen; sodium hydride; Dess-Martin periodane; acetic acid; palladium dihydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 6: hetero-Michael reaction;
DOI:10.1016/j.tet.2005.07.007