2-Butenoic acid, 2-methyl-4-[(1R,4S,5R)-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)-5-[(3E)- 3-methyl-5-(phenylsulfonyl)-3-pentenyl]-2-cyclopenten-1-yl]-, ethyl ester, (2E)-

Base Information

Chemical Name:2-Butenoic acid, 2-methyl-4-[(1R,4S,5R)-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)-5-[(3E)- 3-methyl-5-(phenylsulfonyl)-3-pentenyl]-2-cyclopenten-1-yl]-, ethyl ester, (2E)-
CAS No.:213816-75-2
Molecular Formula:C29H40O6S
Molecular Weight:516.699
Hs Code.:

2-Butenoic acid,
2-methyl-4-[(1R,4S,5R)-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)-5-[(3E)-
3-methyl-5-(phenylsulfonyl)-3-pentenyl]-2-cyclopenten-1-yl]-, ethyl ester,
(2E)-

Synonyms:

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Chemical Property of 2-Butenoic acid, 2-methyl-4-[(1R,4S,5R)-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)-5-[(3E)- 3-methyl-5-(phenylsulfonyl)-3-pentenyl]-2-cyclopenten-1-yl]-, ethyl ester, (2E)-

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Technology Process of 2-Butenoic acid, 2-methyl-4-[(1R,4S,5R)-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)-5-[(3E)- 3-methyl-5-(phenylsulfonyl)-3-pentenyl]-2-cyclopenten-1-yl]-, ethyl ester, (2E)-

There total 34 articles about 2-Butenoic acid, 2-methyl-4-[(1R,4S,5R)-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)-5-[(3E)- 3-methyl-5-(phenylsulfonyl)-3-pentenyl]-2-cyclopenten-1-yl]-, ethyl 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: 90.0%

: 213816-98-9
(E)-2-Methyl-4-[(1R,4S,5R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-5-((E)-3-methyl-5-phenylsulfanyl-pent-3-enyl)-cyclopent-2-enyl]-but-2-enoic acid ethyl ester

: 213816-75-2
(E)-4-[(1R,4S,5R)-5-((E)-5-Benzenesulfonyl-3-methyl-pent-3-enyl)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-cyclopent-2-enyl]-2-methyl-but-2-enoic acid ethyl ester

Guidance literature:: With oxone^<*>; In tetrahydrofuran; methanol; water; at 0 ℃;
DOI:10.1016/S0040-4039(98)01385-9

Reference yield:

: 162188-27-4
(2E)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methyl-2-buten-1-ol

: 213816-75-2
(E)-4-[(1R,4S,5R)-5-((E)-5-Benzenesulfonyl-3-methyl-pent-3-enyl)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-cyclopent-2-enyl]-2-methyl-but-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 80 percent / N-bromosuccinimide; (C₆H₅)3P / CH₂Cl₂ / 2 h / 0 °C

2: (n-C₄H₉)Li / tetrahydrofuran; hexane / 0.67 h / -30 °C

3: 524 mg / Na; NH₃ / tetrahydrofuran / 1 h / -78 °C

4: pyridinium dichromate; molecular sieves 4A / CH₂Cl₂ / 5 h / 20 °C

5: 3.70 g / C₆H₅Li / tetrahydrofuran; cyclohexane; diethyl ether / 0.25 h / 0 °C

6: 85 percent / pyridinium chlorochromate; Al₂O₃ / benzene / 5 h / 40 °C

7: di(isobutyl)aluminum hydride / toluene; hexane / 0.17 h / -78 °C

8: 80 percent / NaH / tetrahydrofuran / 1 h / 0 °C

9: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

10: 92 percent / (n-C₄H₉)3P; pyridine / 2 h / 60 °C

11: 90 percent / Oxone(R) / tetrahydrofuran; methanol; H₂O / 3 h / 20 °C

With pyridine; aluminum oxide; N-Bromosuccinimide; dipyridinium dichromate; n-butyllithium; oxone; diisobutylaluminum hydride; tributylphosphine; 4 A molecular sieve; tetrabutyl ammonium fluoride; ammonia; sodium; sodium hydride; phenyllithium; triphenylphosphine; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; cyclohexane; water; toluene; benzene;
DOI:10.1016/S0040-4020(02)01474-6

Reference yield:

: 213816-83-2
Acetic acid (1S,2S,4R,5R,6R)-5-benzyloxymethyl-4-hydroxy-6-hydroxymethyl-5-methyl-bicyclo[2.2.1]hept-2-yl ester

: 213816-75-2
(E)-4-[(1R,4S,5R)-5-((E)-5-Benzenesulfonyl-3-methyl-pent-3-enyl)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-cyclopent-2-enyl]-2-methyl-but-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 22 steps

1: 96 percent / imidazole / dimethylformamide / 5 h / 20 °C

2: 100 percent / K₂CO₃ / methanol / 2 h / 20 °C

3: 90 percent / pyridinium chlorochromate; molecular sieves 4 Amgstroem / CH₂Cl₂ / 2 h / 20 °C

4: 86 percent / NaH; 15-crown-5 / toluene / 1 h / 20 °C

5: 97 percent / CH₃COOH / H₂O / 5 h / 20 °C

6: 100 percent / pyridine / 5 h / 20 °C

7: 90 percent / trimethylsilyl triflate / CH₂Cl₂ / 18 h / -40 °C

8: 98 percent / NaBH₄ / methanol / 0.25 h / 0 °C

9: 93 percent / N-phenylthiosuccinimide; (n-C₄H₉)3P; pyridine / 6 h / 20 °C

10: 100 percent / K₂CO₃ / methanol / 3 h / 20 °C

11: (n-C₄H₉)3P; pyridine / 5 h / 60 °C

12: 16.8 g / Oxone(R) / tetrahydrofuran; methanol; H₂O / 3 h / 20 °C

13: (n-C₄H₉)Li / tetrahydrofuran; hexane / 0.67 h / -30 °C

14: 524 mg / Na; NH₃ / tetrahydrofuran / 1 h / -78 °C

15: pyridinium dichromate; molecular sieves 4A / CH₂Cl₂ / 5 h / 20 °C

16: 3.70 g / C₆H₅Li / tetrahydrofuran; cyclohexane; diethyl ether / 0.25 h / 0 °C

17: 85 percent / pyridinium chlorochromate; Al₂O₃ / benzene / 5 h / 40 °C

18: di(isobutyl)aluminum hydride / toluene; hexane / 0.17 h / -78 °C

19: 80 percent / NaH / tetrahydrofuran / 1 h / 0 °C

20: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

21: 92 percent / (n-C₄H₉)3P; pyridine / 2 h / 60 °C

22: 90 percent / Oxone(R) / tetrahydrofuran; methanol; H₂O / 3 h / 20 °C

With pyridine; 1H-imidazole; aluminum oxide; sodium tetrahydroborate; dipyridinium dichromate; n-butyllithium; oxone; diisobutylaluminum hydride; N-(phenylthio)succinimide; 15-crown-5; tributylphosphine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; ammonia; sodium; sodium hydride; potassium carbonate; acetic acid; phenyllithium; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; cyclohexane; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4020(02)01474-6