Se-phenyl (E,E,E,E,E,E,E)-5,9,13,17,21,25,29-heptamethyl-31-[(tetrahydro-2H-pyran-2-yl)oxy]hentriaconta-5,9,13,17,21,25,29-heptaeneselenoate

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Chemical Name:Se-phenyl (E,E,E,E,E,E,E)-5,9,13,17,21,25,29-heptamethyl-31-[(tetrahydro-2H-pyran-2-yl)oxy]hentriaconta-5,9,13,17,21,25,29-heptaeneselenoate
CAS No.:229305-89-9
Molecular Formula:C₄₉H₇₄O₃Se
Molecular Weight:790.085
Hs Code.:

Synonyms:Se-phenyl (E,E,E,E,E,E,E)-5,9,13,17,21,25,29-heptamethyl-31-[(tetrahydro-2H-pyran-2-yl)oxy]hentriaconta-5,9,13,17,21,25,29-heptaeneselenoate

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Chemical Property of Se-phenyl (E,E,E,E,E,E,E)-5,9,13,17,21,25,29-heptamethyl-31-[(tetrahydro-2H-pyran-2-yl)oxy]hentriaconta-5,9,13,17,21,25,29-heptaeneselenoate

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Technology Process of Se-phenyl (E,E,E,E,E,E,E)-5,9,13,17,21,25,29-heptamethyl-31-[(tetrahydro-2H-pyran-2-yl)oxy]hentriaconta-5,9,13,17,21,25,29-heptaeneselenoate

There total 21 articles about Se-phenyl (E,E,E,E,E,E,E)-5,9,13,17,21,25,29-heptamethyl-31-[(tetrahydro-2H-pyran-2-yl)oxy]hentriaconta-5,9,13,17,21,25,29-heptaeneselenoate 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: 76.0%

: 71098-88-9
N-phenylselanylphthalimide

: 229305-88-8
(E,E,E,E,E,E,E)-5,9,13,17,21,25,29-heptamethyl-31-[(tetrahydro-2H-pyran-2-yl)oxy]hentriaconta-5,9,13,17,21,25,29-heptaenoic acid

: 229305-89-9
Se-phenyl (E,E,E,E,E,E,E)-5,9,13,17,21,25,29-heptamethyl-31-[(tetrahydro-2H-pyran-2-yl)oxy]hentriaconta-5,9,13,17,21,25,29-heptaeneselenoate

Guidance literature:: With tributylphosphine; In dichloromethane; at -30 ℃;

Reference yield:

: 69297-43-4
((2E,6E)-8-Bromo-3,7-dimethyl-octa-2,6-dienyloxymethyl)-benzene

: 229305-89-9
Se-phenyl (E,E,E,E,E,E,E)-5,9,13,17,21,25,29-heptamethyl-31-[(tetrahydro-2H-pyran-2-yl)oxy]hentriaconta-5,9,13,17,21,25,29-heptaeneselenoate

Guidance literature:: Multi-step reaction with 17 steps

1: 84 percent / BuLi / hexane; tetrahydrofuran / 4 h / -78 °C

2: Li; EtNH₂ / tetrahydrofuran / 2 h / -78 °C

3: BuLi; 1,3-dimethyl-3,4,5,6-tetrahydropyrimidin-2(1H)-one / hexane; tetrahydrofuran / 3 h / 0 °C

4: 3.02 g / tetrahydrofuran / 3 h / 20 °C

5: 78 percent / BuLi / hexane; tetrahydrofuran / 4 h / -78 °C

6: Li; EtNH₂ / tetrahydrofuran / 2 h / -78 °C

7: 309 mg / 4-(dimethylamino)pyridine; Et₃N / CH₂Cl₂ / 6 h / 0 - 20 °C

8: N-bromosuccinimide / tetrahydrofuran; H₂O / 5 h / 0 °C

9: 137 mg / K₂CO₃; MeOH / 16 h

10: HIO₄*H₂O / H₂O; tetrahydrofuran / 3 h / 0 - 20 °C

11: pyridinium p-toluenesulfonate / CH₂Cl₂ / 8 h / 20 °C

12: 72 mg / NaBH₄ / methanol; diethyl ether / 16 h / 20 °C

13: Et₃N / CH₂Cl₂ / 2 h / 0 °C

14: 56 mg / dimethylsulfoxide / 18 h / 60 °C

15: 89 percent / DIBAL-H / toluene / 5 h / -78 °C

16: 95 percent / NaClO₂; KH₂PO₄; 2-methylbut-2-ene / H₂O; 2-methyl-propan-2-ol / 1 h

17: 65 percent / Bu₃P / CH₂Cl₂ / 0.5 h / -30 °C

With methanol; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium chlorite; sodium tetrahydroborate; potassium dihydrogenphosphate; N-Bromosuccinimide; n-butyllithium; 2-methyl-but-2-ene; tributylphosphine; pyridinium p-toluenesulfonate; lithium; diisobutylaluminium hydride; potassium carbonate; ethylamine; periodic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; toluene; tert-butyl alcohol; 1: Alkylation / 2: Reduction / 3: Tosylation / 4: Substitution / 5: Alkylation / 6: Reduction / 7: Acetylation / 8: Epoxidation / 9: Deacetylation / 10: Hydrolysis / 11: Addition / 12: Reduction / 13: Condensation / 14: Substitution / 15: Reduction / 16: Oxidation / 17: Substitution;
DOI:10.1002/1522-2675(20000906)83:9<2629::AID-HLCA2629>3.0.CO;2-W

Reference yield:

: 24034-73-9
Geranylgeraniol

: 229305-89-9
Se-phenyl (E,E,E,E,E,E,E)-5,9,13,17,21,25,29-heptamethyl-31-[(tetrahydro-2H-pyran-2-yl)oxy]hentriaconta-5,9,13,17,21,25,29-heptaeneselenoate

Guidance literature:: Multi-step reaction with 19 steps

1: BuLi; 1,3-dimethyl-3,4,5,6-tetrahydropyrimidin-2(1H)-one / hexane; tetrahydrofuran / 3 h / 0 °C

2: 6.8 g / tetrahydrofuran / 3 h / 20 °C

3: 84 percent / BuLi / hexane; tetrahydrofuran / 4 h / -78 °C

4: Li; EtNH₂ / tetrahydrofuran / 2 h / -78 °C

5: BuLi; 1,3-dimethyl-3,4,5,6-tetrahydropyrimidin-2(1H)-one / hexane; tetrahydrofuran / 3 h / 0 °C

6: 3.02 g / tetrahydrofuran / 3 h / 20 °C

7: 78 percent / BuLi / hexane; tetrahydrofuran / 4 h / -78 °C

8: Li; EtNH₂ / tetrahydrofuran / 2 h / -78 °C

9: 309 mg / 4-(dimethylamino)pyridine; Et₃N / CH₂Cl₂ / 6 h / 0 - 20 °C

10: N-bromosuccinimide / tetrahydrofuran; H₂O / 5 h / 0 °C

11: 137 mg / K₂CO₃; MeOH / 16 h

12: HIO₄*H₂O / H₂O; tetrahydrofuran / 3 h / 0 - 20 °C

13: pyridinium p-toluenesulfonate / CH₂Cl₂ / 8 h / 20 °C

14: 72 mg / NaBH₄ / methanol; diethyl ether / 16 h / 20 °C

15: Et₃N / CH₂Cl₂ / 2 h / 0 °C

16: 56 mg / dimethylsulfoxide / 18 h / 60 °C

17: 89 percent / DIBAL-H / toluene / 5 h / -78 °C

18: 95 percent / NaClO₂; KH₂PO₄; 2-methylbut-2-ene / H₂O; 2-methyl-propan-2-ol / 1 h

19: 65 percent / Bu₃P / CH₂Cl₂ / 0.5 h / -30 °C

With methanol; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium chlorite; sodium tetrahydroborate; potassium dihydrogenphosphate; N-Bromosuccinimide; n-butyllithium; 2-methyl-but-2-ene; tributylphosphine; pyridinium p-toluenesulfonate; lithium; diisobutylaluminium hydride; potassium carbonate; ethylamine; periodic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; toluene; tert-butyl alcohol; 1: Tosylation / 2: Substitution / 3: Alkylation / 4: Reduction / 5: Tosylation / 6: Substitution / 7: Alkylation / 8: Reduction / 9: Acetylation / 10: Epoxidation / 11: Deacetylation / 12: Hydrolysis / 13: Addition / 14: Reduction / 15: Condensation / 16: Substitution / 17: Reduction / 18: Oxidation / 19: Substitution;
DOI:10.1002/1522-2675(20000906)83:9<2629::AID-HLCA2629>3.0.CO;2-W