6-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decanal

Base Information

Chemical Name:6-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decanal
CAS No.:765300-67-2
Molecular Formula:C₄₀H₆₀O₄Si₂
Molecular Weight:661.085
Hs Code.:

6-benzyloxy-3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-8-(<i>tert</i>-butyl-diphenyl-silanyloxy)-2-methyl-decanal

Synonyms:6-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decanal

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Chemical Property of 6-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decanal

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Technology Process of 6-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decanal

There total 21 articles about 6-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decanal 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: 80.0%

: (2R,3S,6S,8R)-6-Benzyloxy-1-((S)-4-benzyl-2-thioxo-oxazolidin-3-yl)-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decan-1-one

: 765300-67-2
6-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decanal

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.25h;
DOI:10.1016/j.tetasy.2004.06.023

Reference yield:

: 96852-88-9
3,5,6-trideoxy-1,2-O-isopropylidene-α-D-ribo-hex-5-enofuranoside

: 765300-67-2
6-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decanal

Guidance literature:: Multi-step reaction with 15 steps

1.1: 79 percent / H₂SO₄ / 12 h / 60 °C

2.1: 75 percent / NaH / tetrahydrofuran / 6 h / 20 °C

3.1: 90 percent / H₂SO₄; aq. AcOH / 12 h / 60 °C

4.1: 90 percent / NaBH₄ / methanol / 1 h / 20 °C

5.1: 78 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

6.1: 70 percent / imidazole / CH₂Cl₂ / 4 h / 20 °C

7.1: 74 percent / TFA / CH₂Cl₂ / 1 h / 0 °C

8.1: 91 percent / IBX / dimethylsulfoxide / 6 h / 20 °C

9.1: 79 percent / benzene / 1 h / 80 °C

10.1: 90 percent / H₂ / PtO₂ / ethyl acetate / 12 h / 20 °C

11.1: 88 percent / LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

12.1: 90 percent / IBX / dimethylsulfoxide / 6 h / 20 °C

13.1: TiCl₄; DIPEA / CH₂Cl₂ / 0.5 h / 0 °C

13.2: 61 percent / CH₂Cl₂ / 0.5 h / -78 °C

14.1: 78 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

15.1: 80 percent / DIBAL-H / CH₂Cl₂ / 0.25 h / -78 °C

With 1H-imidazole; 2,6-dimethylpyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; sulfuric acid; hydrogen; titanium tetrachloride; sodium hydride; diisobutylaluminium hydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; benzene;
DOI:10.1016/j.tetasy.2004.06.023

Reference yield:

: 258873-39-1
[(3R,5S)-2-methoxy-5-vinyltetrahydrofuran-3-ol]

: 765300-67-2
6-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decanal

Guidance literature:: Multi-step reaction with 14 steps

1.1: 75 percent / NaH / tetrahydrofuran / 6 h / 20 °C

2.1: 90 percent / H₂SO₄; aq. AcOH / 12 h / 60 °C

3.1: 90 percent / NaBH₄ / methanol / 1 h / 20 °C

4.1: 78 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

5.1: 70 percent / imidazole / CH₂Cl₂ / 4 h / 20 °C

6.1: 74 percent / TFA / CH₂Cl₂ / 1 h / 0 °C

7.1: 91 percent / IBX / dimethylsulfoxide / 6 h / 20 °C

8.1: 79 percent / benzene / 1 h / 80 °C

9.1: 90 percent / H₂ / PtO₂ / ethyl acetate / 12 h / 20 °C

10.1: 88 percent / LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

11.1: 90 percent / IBX / dimethylsulfoxide / 6 h / 20 °C

12.1: TiCl₄; DIPEA / CH₂Cl₂ / 0.5 h / 0 °C

12.2: 61 percent / CH₂Cl₂ / 0.5 h / -78 °C

13.1: 78 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

14.1: 80 percent / DIBAL-H / CH₂Cl₂ / 0.25 h / -78 °C

With 1H-imidazole; 2,6-dimethylpyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; sulfuric acid; hydrogen; titanium tetrachloride; sodium hydride; diisobutylaluminium hydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; benzene;
DOI:10.1016/j.tetasy.2004.06.023