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

Base Information

Chemical Name:6-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decanoic acid
CAS No.:765300-68-3
Molecular Formula:C₄₀H₆₀O₅Si₂
Molecular Weight:677.084
Hs Code.:

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

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

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

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

There total 23 articles about 6-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decanoic acid 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: 92.0%

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

: 765300-68-3
6-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decanoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; at 20 ℃; for 3h;
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

: 765300-68-3
6-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decanoic acid

Guidance literature:: Multi-step reaction with 16 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

16.1: 92 percent / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 3 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; lithium aluminium tetrahydride; 2-methyl-but-2-ene; 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; tert-butyl alcohol; benzene;
DOI:10.1016/j.tetasy.2004.06.023

Reference yield:

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

: 765300-68-3
6-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decanoic acid

Guidance literature:: Multi-step reaction with 15 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

15.1: 92 percent / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 3 h / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; sodium chlorite; sodium tetrahydroborate; sodium dihydrogenphosphate; lithium aluminium tetrahydride; 2-methyl-but-2-ene; 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; tert-butyl alcohol; benzene;
DOI:10.1016/j.tetasy.2004.06.023