2-Propenoic acid, 3-[(2R,3R,6Z,9R)-2,3,4,5,8,9-hexahydro-3,7-dimethyl-9-[(1E)-2-methyl- 4-(phenylmethoxy)-1,3-butadienyl]-3-[(triethylsilyl)oxy]-2-oxoninyl]-, methyl ester, (2E)-

Base Information

Chemical Name:2-Propenoic acid, 3-[(2R,3R,6Z,9R)-2,3,4,5,8,9-hexahydro-3,7-dimethyl-9-[(1E)-2-methyl- 4-(phenylmethoxy)-1,3-butadienyl]-3-[(triethylsilyl)oxy]-2-oxoninyl]-, methyl ester, (2E)-
CAS No.:877374-58-8
Molecular Formula:C32H48O5Si
Molecular Weight:540.816
Hs Code.:

2-Propenoic acid,
3-[(2R,3R,6Z,9R)-2,3,4,5,8,9-hexahydro-3,7-dimethyl-9-[(1E)-2-methyl-
4-(phenylmethoxy)-1,3-butadienyl]-3-[(triethylsilyl)oxy]-2-oxoninyl]-,
methyl ester, (2E)-

Synonyms:

Suppliers and Price of 2-Propenoic acid, 3-[(2R,3R,6Z,9R)-2,3,4,5,8,9-hexahydro-3,7-dimethyl-9-[(1E)-2-methyl- 4-(phenylmethoxy)-1,3-butadienyl]-3-[(triethylsilyl)oxy]-2-oxoninyl]-, methyl ester, (2E)-

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Chemical Property of 2-Propenoic acid, 3-[(2R,3R,6Z,9R)-2,3,4,5,8,9-hexahydro-3,7-dimethyl-9-[(1E)-2-methyl- 4-(phenylmethoxy)-1,3-butadienyl]-3-[(triethylsilyl)oxy]-2-oxoninyl]-, methyl ester, (2E)-

Chemical Property:

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Technology Process of 2-Propenoic acid, 3-[(2R,3R,6Z,9R)-2,3,4,5,8,9-hexahydro-3,7-dimethyl-9-[(1E)-2-methyl- 4-(phenylmethoxy)-1,3-butadienyl]-3-[(triethylsilyl)oxy]-2-oxoninyl]-, methyl ester, (2E)-

There total 19 articles about 2-Propenoic acid, 3-[(2R,3R,6Z,9R)-2,3,4,5,8,9-hexahydro-3,7-dimethyl-9-[(1E)-2-methyl- 4-(phenylmethoxy)-1,3-butadienyl]-3-[(triethylsilyl)oxy]-2-oxoninyl]-, methyl ester, (2E)- 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:

: 75772-01-9
[(benzyloxy)methyl](triphenyl)phosphonium chloride

: 758716-37-9
3-[(2R,3R,9R)-3,7-dimethyl-9-(2-methyl-3-oxo-propenyl)-3-triethylsilanyloxy-2,3,4,5,8,9-hexahydro-oxonin-2-yl]-acrylic acid methyl ester

: 877374-58-8
3-[(2R,3R,9R)-9-((1E,3E/Z)-4-benzyloxy-2-methyl-buta-1,3-dienyl)-3,7-dimethyl-3-triethylsilanyloxy-2,3,4,5,8,9-hexahydro-oxonin-2-yl]-acrylic acid methyl ester

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1021/ja046574b

Reference yield:

: (2R,3R)-1,3-bis-benzyloxy-3-methyl-hept-6-en-2-ol

: 877374-58-8
3-[(2R,3R,9R)-9-((1E,3E/Z)-4-benzyloxy-2-methyl-buta-1,3-dienyl)-3,7-dimethyl-3-triethylsilanyloxy-2,3,4,5,8,9-hexahydro-oxonin-2-yl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 16 steps

1.1: NaH / tetrahydrofuran / 0.25 h / 0 °C

1.2: 97 percent / tetrahydrofuran; dimethylformamide / 24 h / 20 °C

2.1: Et₃N / tetrahydrofuran / 1 h / -78 - 0 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: 33.9 g / tetrahydrofuran; hexane / 1.25 h / -78 - 20 °C

4.1: sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 1 h / -78 °C

4.2: 93 percent / tetrahydrofuran; toluene / 1.25 h / -78 - -45 °C

5.1: 92 percent / lithium borohydride / methanol; diethyl ether; tetrahydrofuran / 1 h / 0 °C

6.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1 h / 20 °C

7.1: 3.27 g / toluene / 80 °C

8.1: 92 percent / diisobutyl aluminum hydride / diethyl ether; hexane / 0.5 h / -78 °C

9.1: 100 percent / pyridimium p-toluenesulfonate / CH₂Cl₂ / 3 h / 20 °C

10.1: 91 percent / Na / liquid ammonia; tetrahydrofuran / -78 °C

11.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 20 °C

12.1: 0.599 g / CH₂Cl₂ / 0.75 h / Heating

13.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / -78 °C

14.1: 97 percent / pyridinium p-toluenesulfonate / tetrahydrofuran; methanol / 6 h / 20 °C

15.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0.5 h / 20 °C

16.1: potassium tert-butoxide / tetrahydrofuran / 1 h / -78 °C

16.2: tetrahydrofuran / 0.75 h / -78 °C

With pyridine; 2,6-dimethylpyridine; lithium borohydride; n-butyllithium; potassium tert-butylate; sodium hexamethyldisilazane; sodium; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ammonia; toluene; 7.1: Wittig reaction / 12.1: Wittig reaction / 16.2: Wittig reaction;
DOI:10.1021/ja056334b

Reference yield:

: 758716-26-6
(2R,3R)-1-benzyloxy-2-(4-methoxy-benzyloxy)-3-methyl-hept-6-en-3-ol

: 877374-58-8
3-[(2R,3R,9R)-9-((1E,3E/Z)-4-benzyloxy-2-methyl-buta-1,3-dienyl)-3,7-dimethyl-3-triethylsilanyloxy-2,3,4,5,8,9-hexahydro-oxonin-2-yl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 18 steps

1.1: KH / tetrahydrofuran / 0.5 h / 0 °C

1.2: 92 percent / tetrahydrofuran; dimethylformamide / 20 °C

2.1: 83 percent / aq. HCl / methanol / 2 h / Heating

3.1: NaH / tetrahydrofuran / 0.25 h / 0 °C

3.2: 97 percent / tetrahydrofuran; dimethylformamide / 24 h / 20 °C

4.1: Et₃N / tetrahydrofuran / 1 h / -78 - 0 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

5.2: 33.9 g / tetrahydrofuran; hexane / 1.25 h / -78 - 20 °C

6.1: sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 1 h / -78 °C

6.2: 93 percent / tetrahydrofuran; toluene / 1.25 h / -78 - -45 °C

7.1: 92 percent / lithium borohydride / methanol; diethyl ether; tetrahydrofuran / 1 h / 0 °C

8.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1 h / 20 °C

9.1: 3.27 g / toluene / 80 °C

10.1: 92 percent / diisobutyl aluminum hydride / diethyl ether; hexane / 0.5 h / -78 °C

11.1: 100 percent / pyridimium p-toluenesulfonate / CH₂Cl₂ / 3 h / 20 °C

12.1: 91 percent / Na / liquid ammonia; tetrahydrofuran / -78 °C

13.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 2 h / 20 °C

14.1: 0.599 g / CH₂Cl₂ / 0.75 h / Heating

15.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / -78 °C

16.1: 97 percent / pyridinium p-toluenesulfonate / tetrahydrofuran; methanol / 6 h / 20 °C

17.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0.5 h / 20 °C

18.1: potassium tert-butoxide / tetrahydrofuran / 1 h / -78 °C

18.2: tetrahydrofuran / 0.75 h / -78 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; lithium borohydride; n-butyllithium; potassium tert-butylate; sodium hexamethyldisilazane; sodium; pyridinium p-toluenesulfonate; potassium hydride; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ammonia; toluene; 9.1: Wittig reaction / 14.1: Wittig reaction / 18.2: Wittig reaction;
DOI:10.1021/ja056334b