2,2-Dimethyl-propionic acid (Z)-5-{4-methoxy-2-[(Z)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-2-enyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (Z)-5-{4-methoxy-2-[(Z)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-2-enyl ester
• CAS No.: 211758-85-9
• Molecular Formula: C₃₅H₄₄N₂O₄S
• Molecular Weight: 588.811

Synonyms:2,2-Dimethyl-propionic acid (Z)-5-{4-methoxy-2-[(Z)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-2-enyl ester

Chemical Property of 2,2-Dimethyl-propionic acid (Z)-5-{4-methoxy-2-[(Z)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-2-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 2,2-Dimethyl-propionic acid (Z)-5-{4-methoxy-2-[(Z)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-2-enyl ester

There total 11 articles about 2,2-Dimethyl-propionic acid (Z)-5-{4-methoxy-2-[(Z)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-2-enyl 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: 95.0%

pivaloyl chloride (3282-30-2) + (Z)-5-{4-Methoxy-2-[(Z)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-2-en-1-ol (211758-84-8) → 2,2-Dimethyl-propionic acid (Z)-5-{4-methoxy-2-[(Z)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-2-enyl ester (211758-85-9)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jo9801770

Reference yield:

2-methyl-4-nitropyridine N-oxide (5470-66-6) → 2,2-Dimethyl-propionic acid (Z)-5-{4-methoxy-2-[(Z)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-2-enyl ester (211758-85-9)

Guidance literature:

Multi-step reaction with 9 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: 86 percent / n-BuLi / tetrahydrofuran; hexane / 0.83 h / Ambient temperature

5: 99 percent / Na/Hg, NaH₂PO₄ / methanol / 1 h

6: 1.) n-BuLi / 1.) THF, -78 to -50 deg C, 40 min, 2.) THF, -50 deg C, 5 min, then room temp., 30 min

8: 94 percent / aq. HCl / tetrahydrofuran / 17 h / Ambient temperature

9: 95 percent / Et₃N, 4-dimethylaminopyridine / CH₂Cl₂ / 2 h / Ambient temperature

With hydrogenchloride; dmap; sodium hydroxide; sodium dihydrogenphosphate; sodium amalgam; n-butyllithium; triethylamine; phosphorus trichloride; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; dimethyl sulfoxide;

DOI:10.1021/jo9801770

Reference yield:

2-methyl-4-nitro-pyridine (13508-96-8) → 2,2-Dimethyl-propionic acid (Z)-5-{4-methoxy-2-[(Z)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-2-enyl ester (211758-85-9)

Guidance literature:

Multi-step reaction with 8 steps

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

2: 83 percent / methanol / Ambient temperature

3: 86 percent / n-BuLi / tetrahydrofuran; hexane / 0.83 h / Ambient temperature

4: 99 percent / Na/Hg, NaH₂PO₄ / methanol / 1 h

5: 1.) n-BuLi / 1.) THF, -78 to -50 deg C, 40 min, 2.) THF, -50 deg C, 5 min, then room temp., 30 min

7: 94 percent / aq. HCl / tetrahydrofuran / 17 h / Ambient temperature

8: 95 percent / Et₃N, 4-dimethylaminopyridine / CH₂Cl₂ / 2 h / Ambient temperature

With hydrogenchloride; dmap; sodium hydroxide; sodium dihydrogenphosphate; sodium amalgam; n-butyllithium; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/jo9801770

upstream raw materials:

pivaloyl chloride

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

2-methyl-4-nitro-pyridine

2-methyl-4-nitropyridine N-oxide

Downstream raw materials:

2,2-Dimethyl-propionic acid (Z)-5-{2-[(Z)-6-(2-benzenesulfonylmethyl-4-methoxy-pyridin-3-yl)-hex-3-enyl]-4-methoxy-pyridin-3-yl}-pent-2-enyl ester

7-Benzenesulfonyl-12,24-dimethoxy-9,21-diaza-tricyclo[18.4.0.0^8,13]tetracosa-1⁽²⁰⁾,8⁽¹³⁾,9,11,21,23-hexaene

7-Allyl-7-benzenesulfonyl-12,24-dimethoxy-9,21-diaza-tricyclo[18.4.0.0^8,13]tetracosa-1⁽²⁰⁾,8⁽¹³⁾,9,11,21,23-hexaene

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