2,2-Dimethyl-propionic acid 1-(2-{4-methoxy-2-[(E)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-ethyl)-allyl ester

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Chemical Name:2,2-Dimethyl-propionic acid 1-(2-{4-methoxy-2-[(E)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-ethyl)-allyl ester
CAS No.:211758-67-7
Molecular Formula:C₃₅H₄₄N₂O₄S
Molecular Weight:588.811
Hs Code.:

Synonyms:2,2-Dimethyl-propionic acid 1-(2-{4-methoxy-2-[(E)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-ethyl)-allyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid 1-(2-{4-methoxy-2-[(E)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-ethyl)-allyl ester

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Technology Process of 2,2-Dimethyl-propionic acid 1-(2-{4-methoxy-2-[(E)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-ethyl)-allyl ester

There total 17 articles about 2,2-Dimethyl-propionic acid 1-(2-{4-methoxy-2-[(E)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-ethyl)-allyl 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: 98.0%

: 1538-75-6
2,2-dimethylpropanoic anhydride

: 211758-66-6
5-{4-Methoxy-2-[(E)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-1-en-3-ol

: 211758-67-7
2,2-Dimethyl-propionic acid 1-(2-{4-methoxy-2-[(E)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-ethyl)-allyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 50h; Ambient temperature;
DOI:10.1021/jo9801770

Reference yield:

: 5470-66-6
2-methyl-4-nitropyridine N-oxide

: 211758-67-7
2,2-Dimethyl-propionic acid 1-(2-{4-methoxy-2-[(E)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-ethyl)-allyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 84 percent / PCl₃ / CHCl₃ / 40 h / Ambient temperature

2: 50 percent / NaOH / dimethylsulfoxide / 0.5 h / 15 - 20 °C

3: 83 percent / methanol / Ambient temperature

4: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, then -78 to 0 deg C, 45 min, 2.) THF, hexane, 1.25 h

5: 94 percent / Na/Hg, Na₂HPO₄ / methanol / 2.5 h / Ambient temperature

6: 89 percent / OsO₄, NaIO₄ / tetrahydrofuran / 7 h / 0 - 20 °C

7: 81 percent / tetrahydrofuran / 4.5 h / -50 - 20 °C

8: 95 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 6.5 h / Ambient temperature

9: 97 percent / m-CPBA / CH₂Cl₂ / 3 h / Ambient temperature

10: 1.) p-TsCl, Et₃N / 1.) CH₂Cl₂, -50 deg C, 5 h, 2.) DMF, room temp., 12 h

11: 1.) NaHMDS, 2.) Pd₂(dba)3*CHCl₃, 1,2-bis(diphenylphosphino)ethane / 1.) THF, -78 deg C, 70 min, 2.) THF, reflux, 4 h

12: 66 percent / Na/Hg, Na₂HPO₄ / methanol / 2 h / Ambient temperature

13: 100 percent / n-Bu₄NF / tetrahydrofuran / 5.5 h / 0 °C

14: 98 percent / Et₃N, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 50 h / Ambient temperature

With dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium hydroxide; sodium periodate; disodium hydrogenphosphate; sodium amalgam; osmium(VIII) oxide; n-butyllithium; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; triethylamine; p-toluenesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; 1,2-bis-(diphenylphosphino)ethane; phosphorus trichloride; In tetrahydrofuran; methanol; dichloromethane; chloroform; dimethyl sulfoxide;
DOI:10.1021/jo9801770

Reference yield:

: 13508-96-8
2-methyl-4-nitro-pyridine

: 211758-67-7
2,2-Dimethyl-propionic acid 1-(2-{4-methoxy-2-[(E)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-ethyl)-allyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 50 percent / NaOH / dimethylsulfoxide / 0.5 h / 15 - 20 °C

2: 83 percent / methanol / Ambient temperature

3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, then -78 to 0 deg C, 45 min, 2.) THF, hexane, 1.25 h

4: 94 percent / Na/Hg, Na₂HPO₄ / methanol / 2.5 h / Ambient temperature

5: 89 percent / OsO₄, NaIO₄ / tetrahydrofuran / 7 h / 0 - 20 °C

6: 81 percent / tetrahydrofuran / 4.5 h / -50 - 20 °C

7: 95 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 6.5 h / Ambient temperature

8: 97 percent / m-CPBA / CH₂Cl₂ / 3 h / Ambient temperature

9: 1.) p-TsCl, Et₃N / 1.) CH₂Cl₂, -50 deg C, 5 h, 2.) DMF, room temp., 12 h

10: 1.) NaHMDS, 2.) Pd₂(dba)3*CHCl₃, 1,2-bis(diphenylphosphino)ethane / 1.) THF, -78 deg C, 70 min, 2.) THF, reflux, 4 h

11: 66 percent / Na/Hg, Na₂HPO₄ / methanol / 2 h / Ambient temperature

12: 100 percent / n-Bu₄NF / tetrahydrofuran / 5.5 h / 0 °C

13: 98 percent / Et₃N, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 50 h / Ambient temperature

With dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium hydroxide; sodium periodate; disodium hydrogenphosphate; sodium amalgam; osmium(VIII) oxide; n-butyllithium; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; triethylamine; p-toluenesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo9801770