3,4-dihydro-6-<(2-methoxyethoxy)methoxy>-2,7,8-trimethyl-2-<6-<(4-methylphenyl)sulfonyl>-4,8,12-trimethyltrideca-3(E),7(E),11-trienyl>-2H-1-benzopyran

Base Information

• Chemical Name: 3,4-dihydro-6-<(2-methoxyethoxy)methoxy>-2,7,8-trimethyl-2-<6-<(4-methylphenyl)sulfonyl>-4,8,12-trimethyltrideca-3(E),7(E),11-trienyl>-2H-1-benzopyran
• CAS No.: 135897-98-2
• Molecular Formula: C₃₉H₅₆O₆S
• Molecular Weight: 652.936

Synonyms:

Chemical Property of 3,4-dihydro-6-<(2-methoxyethoxy)methoxy>-2,7,8-trimethyl-2-<6-<(4-methylphenyl)sulfonyl>-4,8,12-trimethyltrideca-3(E),7(E),11-trienyl>-2H-1-benzopyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4-dihydro-6-<(2-methoxyethoxy)methoxy>-2,7,8-trimethyl-2-<6-<(4-methylphenyl)sulfonyl>-4,8,12-trimethyltrideca-3(E),7(E),11-trienyl>-2H-1-benzopyran

There total 8 articles about 3,4-dihydro-6-<(2-methoxyethoxy)methoxy>-2,7,8-trimethyl-2-<6-<(4-methylphenyl)sulfonyl>-4,8,12-trimethyltrideca-3(E),7(E),11-trienyl>-2H-1-benzopyran 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:

(E)-6-hydroxy-4-methyl-4-hexenal tetrahydropyranyl ether (64218-01-5) → 3,4-dihydro-6-<(2-methoxyethoxy)methoxy>-2,7,8-trimethyl-2-<6-<(4-methylphenyl)sulfonyl>-4,8,12-trimethyltrideca-3(E),7(E),11-trienyl>-2H-1-benzopyran (135897-98-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 93 percent / CH₂Cl₂ / 18 h / 23 °C

2: 84 percent / pyridinium tosylate / ethanol / 2 h / Heating

3: BF₃*Et₂O / dioxane / 3 h / 65 °C

4: p-toluenesulfonic acid monohydrate / benzene / 2 h / Heating

5: 1.) sodium hydride / 1.) THF, 5 deg C, 2 h, 2.) THF, 23 deg C, 1 h

6: 81 percent / LiAlH₄, AlCl₃ / diethyl ether / 0.33 h / -5 °C

7: 96 percent / N-chlorosuccinimide, Me₂S / CH₂Cl₂ / 1.5 h / -5 °C

8: 1.) butyllithium, HMPA / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, -78 deg C, 4 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; N-chloro-succinimide; lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; dimethylsulfide; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; In 1,4-dioxane; diethyl ether; ethanol; dichloromethane; benzene;

DOI:10.1021/jm00098a002

Reference yield:

ethyl (2E,6E)-8-hydroxy-2,6-dimethylocta-2,6-dienoate (135897-92-6) → 3,4-dihydro-6-<(2-methoxyethoxy)methoxy>-2,7,8-trimethyl-2-<6-<(4-methylphenyl)sulfonyl>-4,8,12-trimethyltrideca-3(E),7(E),11-trienyl>-2H-1-benzopyran (135897-98-2)

Guidance literature:

Multi-step reaction with 6 steps

1: BF₃*Et₂O / dioxane / 3 h / 65 °C

2: p-toluenesulfonic acid monohydrate / benzene / 2 h / Heating

3: 1.) sodium hydride / 1.) THF, 5 deg C, 2 h, 2.) THF, 23 deg C, 1 h

4: 81 percent / LiAlH₄, AlCl₃ / diethyl ether / 0.33 h / -5 °C

5: 96 percent / N-chlorosuccinimide, Me₂S / CH₂Cl₂ / 1.5 h / -5 °C

6: 1.) butyllithium, HMPA / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, -78 deg C, 4 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; N-chloro-succinimide; lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; dimethylsulfide; boron trifluoride diethyl etherate; sodium hydride; toluene-4-sulfonic acid; In 1,4-dioxane; diethyl ether; dichloromethane; benzene;

DOI:10.1021/jm00098a002

Reference yield:

ethyl 2,6-dimethyl-8-<(tetrahydro-2H-pyran-2-yl)oxy>-2(E),6(E)-octadienoate (135897-91-5) → 3,4-dihydro-6-<(2-methoxyethoxy)methoxy>-2,7,8-trimethyl-2-<6-<(4-methylphenyl)sulfonyl>-4,8,12-trimethyltrideca-3(E),7(E),11-trienyl>-2H-1-benzopyran (135897-98-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 84 percent / pyridinium tosylate / ethanol / 2 h / Heating

2: BF₃*Et₂O / dioxane / 3 h / 65 °C

3: p-toluenesulfonic acid monohydrate / benzene / 2 h / Heating

4: 1.) sodium hydride / 1.) THF, 5 deg C, 2 h, 2.) THF, 23 deg C, 1 h

5: 81 percent / LiAlH₄, AlCl₃ / diethyl ether / 0.33 h / -5 °C

6: 96 percent / N-chlorosuccinimide, Me₂S / CH₂Cl₂ / 1.5 h / -5 °C

7: 1.) butyllithium, HMPA / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, -78 deg C, 4 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; N-chloro-succinimide; lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; dimethylsulfide; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; In 1,4-dioxane; diethyl ether; ethanol; dichloromethane; benzene;

DOI:10.1021/jm00098a002

upstream raw materials:

3,7-dimethyl-1-(p-toluenesulfonyl)-2(E),6-octadiene

3,4-dihydro-6-<(2-methoxyethoxy)methoxy>-2,7,8-trimethyl-2-(5-chloro-4-methyl-3(E)-pentene)-2H-1-benzopyran

(E)-6-hydroxy-4-methyl-4-hexenal tetrahydropyranyl ether

ethyl (2E,6E)-8-hydroxy-2,6-dimethylocta-2,6-dienoate

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