(E)-(4R,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxy)-octa-2,7-dienoic acid ethyl ester

Base Information

Chemical Name:(E)-(4R,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxy)-octa-2,7-dienoic acid ethyl ester
CAS No.:765300-62-7
Molecular Formula:C₃₃H₄₀O₄Si
Molecular Weight:528.764
Hs Code.:

Synonyms:(E)-(4R,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxy)-octa-2,7-dienoic acid ethyl ester

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Chemical Property of (E)-(4R,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxy)-octa-2,7-dienoic acid ethyl ester

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Technology Process of (E)-(4R,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxy)-octa-2,7-dienoic acid ethyl ester

There total 9 articles about (E)-(4R,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxy)-octa-2,7-dienoic acid ethyl ester 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: 79.0%

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 765300-61-6
(2R,4S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-hex-5-enal

: 765300-62-7
(E)-(4R,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxy)-octa-2,7-dienoic acid ethyl ester

Guidance literature:: In benzene; at 80 ℃; for 1h;
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

: 765300-62-7
(E)-(4R,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxy)-octa-2,7-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 79 percent / H₂SO₄ / 12 h / 60 °C

2: 75 percent / NaH / tetrahydrofuran / 6 h / 20 °C

3: 90 percent / H₂SO₄; aq. AcOH / 12 h / 60 °C

4: 90 percent / NaBH₄ / methanol / 1 h / 20 °C

5: 78 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

6: 70 percent / imidazole / CH₂Cl₂ / 4 h / 20 °C

7: 74 percent / TFA / CH₂Cl₂ / 1 h / 0 °C

8: 91 percent / IBX / dimethylsulfoxide / 6 h / 20 °C

9: 79 percent / benzene / 1 h / 80 °C

With 1H-imidazole; sodium tetrahydroborate; sulfuric acid; sodium hydride; acetic acid; triethylamine; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1016/j.tetasy.2004.06.023

Reference yield:

: 258873-33-5
(3R,5S)-3-Benzyloxy-2-methoxy-5-vinyl-tetrahydro-furan

: 765300-62-7
(E)-(4R,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxy)-octa-2,7-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / H₂SO₄; aq. AcOH / 12 h / 60 °C

2: 90 percent / NaBH₄ / methanol / 1 h / 20 °C

3: 78 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

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

5: 74 percent / TFA / CH₂Cl₂ / 1 h / 0 °C

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

7: 79 percent / benzene / 1 h / 80 °C

With 1H-imidazole; sodium tetrahydroborate; sulfuric acid; acetic acid; triethylamine; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In methanol; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1016/j.tetasy.2004.06.023