tert-Butyl-((2S,5R,6S)-6-decyl-5-methoxymethoxy-tetrahydro-pyran-2-ylmethoxy)-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-((2S,5R,6S)-6-decyl-5-methoxymethoxy-tetrahydro-pyran-2-ylmethoxy)-diphenyl-silane
CAS No.:454474-89-6
Molecular Formula:C₃₄H₅₄O₄Si
Molecular Weight:554.886
Hs Code.:

Synonyms:tert-Butyl-((2S,5R,6S)-6-decyl-5-methoxymethoxy-tetrahydro-pyran-2-ylmethoxy)-diphenyl-silane

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Chemical Property of tert-Butyl-((2S,5R,6S)-6-decyl-5-methoxymethoxy-tetrahydro-pyran-2-ylmethoxy)-diphenyl-silane

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Technology Process of tert-Butyl-((2S,5R,6S)-6-decyl-5-methoxymethoxy-tetrahydro-pyran-2-ylmethoxy)-diphenyl-silane

There total 16 articles about tert-Butyl-((2S,5R,6S)-6-decyl-5-methoxymethoxy-tetrahydro-pyran-2-ylmethoxy)-diphenyl-silane 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:

: 17049-50-2
n-decyl magnesium bromide

: 454474-89-6
tert-Butyl-((2S,5R,6S)-6-decyl-5-methoxymethoxy-tetrahydro-pyran-2-ylmethoxy)-diphenyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1.1: diethyl ether / 2.5 h / -78 °C

2.1: 1.17 g / triethylsilane; BF₃*Et₂O / CH₂Cl₂ / 3.5 h / -40 - -30 °C

3.1: hydrogen / 10percent Pd/C / methanol; ethyl acetate / 96 h / 20 °C

4.1: 10.4 g / imidazole / dimethylformamide / 18 h / 20 °C

5.1: trimethyl orthoformate; d-camphorsulfonic acid / CH₂Cl₂ / 3 h / 20 °C

5.2: 66 percent / 7 h / 130 °C

6.1: hydrogen / 10percent Pd/C / ethyl acetate; methanol / 8 h / 20 °C

7.1: sodium methoxide; Dowex 50W X-8 (H⁽¹⁺⁾) resin / methanol; CH₂Cl₂ / 96 h / 20 °C

8.1: N,N-diisopropylethylamine / CH₂Cl₂ / 48 h / 0 - 20 °C

With 1H-imidazole; triethylsilane; Dowex 50W X-8 (H⁽¹⁺⁾) resin; boron trifluoride diethyl etherate; (1S)-10-camphorsulfonic acid; hydrogen; sodium methylate; N-ethyl-N,N-diisopropylamine; trimethyl orthoformate; 10percent Pd/C; In methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo020211h

Reference yield:

: 82598-84-3
2,3,4,6-tetra-O-benzyl-D-galactonolactone

: 454474-89-6
tert-Butyl-((2S,5R,6S)-6-decyl-5-methoxymethoxy-tetrahydro-pyran-2-ylmethoxy)-diphenyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1.1: diethyl ether / 2.5 h / -78 °C

2.1: 1.17 g / triethylsilane; BF₃*Et₂O / CH₂Cl₂ / 3.5 h / -40 - -30 °C

3.1: hydrogen / 10percent Pd/C / methanol; ethyl acetate / 96 h / 20 °C

4.1: 10.4 g / imidazole / dimethylformamide / 18 h / 20 °C

5.1: trimethyl orthoformate; d-camphorsulfonic acid / CH₂Cl₂ / 3 h / 20 °C

5.2: 66 percent / 7 h / 130 °C

6.1: hydrogen / 10percent Pd/C / ethyl acetate; methanol / 8 h / 20 °C

7.1: sodium methoxide; Dowex 50W X-8 (H⁽¹⁺⁾) resin / methanol; CH₂Cl₂ / 96 h / 20 °C

8.1: N,N-diisopropylethylamine / CH₂Cl₂ / 48 h / 0 - 20 °C

With 1H-imidazole; triethylsilane; Dowex 50W X-8 (H⁽¹⁺⁾) resin; boron trifluoride diethyl etherate; (1S)-10-camphorsulfonic acid; hydrogen; sodium methylate; N-ethyl-N,N-diisopropylamine; trimethyl orthoformate; 10percent Pd/C; In methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo020211h

Reference yield:

: 454474-62-5
(2R,3R,4S,5R,6S)-2-hydroxymethyl-3,4,5-trihydroxy-6-decyltetrahydropyran

: 454474-89-6
tert-Butyl-((2S,5R,6S)-6-decyl-5-methoxymethoxy-tetrahydro-pyran-2-ylmethoxy)-diphenyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 10.4 g / imidazole / dimethylformamide / 18 h / 20 °C

2.1: trimethyl orthoformate; d-camphorsulfonic acid / CH₂Cl₂ / 3 h / 20 °C

2.2: 66 percent / 7 h / 130 °C

3.1: hydrogen / 10percent Pd/C / ethyl acetate; methanol / 8 h / 20 °C

4.1: sodium methoxide; Dowex 50W X-8 (H⁽¹⁺⁾) resin / methanol; CH₂Cl₂ / 96 h / 20 °C

5.1: N,N-diisopropylethylamine / CH₂Cl₂ / 48 h / 0 - 20 °C

With 1H-imidazole; Dowex 50W X-8 (H⁽¹⁺⁾) resin; (1S)-10-camphorsulfonic acid; hydrogen; sodium methylate; N-ethyl-N,N-diisopropylamine; trimethyl orthoformate; 10percent Pd/C; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo020211h