(3E,6S,7S,8R,9Z)-12-{2,5-dimethoxy-3-[(3R,4E)-3-methoxyhepta-4,6-dienamido]phe-nyl}-8-(4-methoxybenzyloxy)-7,9-dimethyldodeca-1,3,9-trien-6-yl1-[(cyclohex-1-ene)amido]cyclopropane-1-carboxylate

Base Information

Chemical Name:(3E,6S,7S,8R,9Z)-12-{2,5-dimethoxy-3-[(3R,4E)-3-methoxyhepta-4,6-dienamido]phe-nyl}-8-(4-methoxybenzyloxy)-7,9-dimethyldodeca-1,3,9-trien-6-yl1-[(cyclohex-1-ene)amido]cyclopropane-1-carboxylate
CAS No.:1270942-86-3
Molecular Formula:C₄₉H₆₄N₂O₉
Molecular Weight:825.055
Hs Code.:

(3E,6S,7S,8R,9Z)-12-{2,5-dimethoxy-3-[(3R,4E)-3-methoxyhepta-4,6-dienamido]phe-nyl}-8-(4-methoxybenzyloxy)-7,9-dimethyldodeca-1,3,9-trien-6-yl1-[(cyclohex-1-ene)amido]cyclopropane-1-carboxylate

Synonyms:(3E,6S,7S,8R,9Z)-12-{2,5-dimethoxy-3-[(3R,4E)-3-methoxyhepta-4,6-dienamido]phe-nyl}-8-(4-methoxybenzyloxy)-7,9-dimethyldodeca-1,3,9-trien-6-yl1-[(cyclohex-1-ene)amido]cyclopropane-1-carboxylate

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Chemical Property of (3E,6S,7S,8R,9Z)-12-{2,5-dimethoxy-3-[(3R,4E)-3-methoxyhepta-4,6-dienamido]phe-nyl}-8-(4-methoxybenzyloxy)-7,9-dimethyldodeca-1,3,9-trien-6-yl1-[(cyclohex-1-ene)amido]cyclopropane-1-carboxylate

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Technology Process of (3E,6S,7S,8R,9Z)-12-{2,5-dimethoxy-3-[(3R,4E)-3-methoxyhepta-4,6-dienamido]phe-nyl}-8-(4-methoxybenzyloxy)-7,9-dimethyldodeca-1,3,9-trien-6-yl1-[(cyclohex-1-ene)amido]cyclopropane-1-carboxylate

There total 16 articles about (3E,6S,7S,8R,9Z)-12-{2,5-dimethoxy-3-[(3R,4E)-3-methoxyhepta-4,6-dienamido]phe-nyl}-8-(4-methoxybenzyloxy)-7,9-dimethyldodeca-1,3,9-trien-6-yl1-[(cyclohex-1-ene)amido]cyclopropane-1-carboxylate 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:

: 1071851-04-1
(R,E)-3-methoxy-hepta-4,6-dienoic acid

: C₄₁H₅₄N₂O₇

: 1270942-86-3
(3E,6S,7S,8R,9Z)-12-{2,5-dimethoxy-3-[(3R,4E)-3-methoxyhepta-4,6-dienamido]phe-nyl}-8-(4-methoxybenzyloxy)-7,9-dimethyldodeca-1,3,9-trien-6-yl1-[(cyclohex-1-ene)amido]cyclopropane-1-carboxylate

Guidance literature:: With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; toluene; at 25 ℃; for 21h; Molecular sieve; Inert atmosphere;
DOI:10.1021/ol200160p

Reference yield:

: 1270942-93-2
2,5-dimethoxy-1-nitro-3-vinylbenzene

: 1270942-86-3
(3E,6S,7S,8R,9Z)-12-{2,5-dimethoxy-3-[(3R,4E)-3-methoxyhepta-4,6-dienamido]phe-nyl}-8-(4-methoxybenzyloxy)-7,9-dimethyldodeca-1,3,9-trien-6-yl1-[(cyclohex-1-ene)amido]cyclopropane-1-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,2-bis-(diphenylphosphino)ethane / 1,2-dichloro-ethane; toluene / 14 h / 25 °C / Inert atmosphere

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydroxide / tetrahydrofuran; water / 25 h / 50 °C / Inert atmosphere; Sealed tube

3.1: periodic acid / ethyl acetate / 0.67 h / 25 °C

4.1: dimethylaluminum chloride / hexane; dichloromethane / 0.17 h / -78 °C / Inert atmosphere

4.2: 5 h / -78 °C / Inert atmosphere

5.1: dmap; triethylamine / dichloromethane; toluene / 1 h / 0 °C

6.1: 1.3-propanedithiol; triethylamine / methanol / 22 h / 25 °C

7.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 24 h / 25 °C / Inert atmosphere

8.1: sulfur; sodium tetrahydroborate / tetrahydrofuran / 1 h / 50 °C / Inert atmosphere

9.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; toluene / 21 h / 25 °C / Molecular sieve; Inert atmosphere

With 1.3-propanedithiol; sulfur; dmap; sodium tetrahydroborate; bis(1,5-cyclooctadiene)diiridium(I) dichloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; dimethylaluminum chloride; periodic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; 1,2-bis-(diphenylphosphino)ethane; sodium hydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; toluene; 1.1: Suzuki-Miyaura coupling / 2.1: Suzuki coupling;
DOI:10.1021/ol200160p

Reference yield:

: C₈H₁₁NO

: 1270942-86-3
(3E,6S,7S,8R,9Z)-12-{2,5-dimethoxy-3-[(3R,4E)-3-methoxyhepta-4,6-dienamido]phe-nyl}-8-(4-methoxybenzyloxy)-7,9-dimethyldodeca-1,3,9-trien-6-yl1-[(cyclohex-1-ene)amido]cyclopropane-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: ethanol; water; dihydrogen peroxide; lithium hydroxide / 24 h / 25 °C

2: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; toluene / 21 h / 25 °C / Molecular sieve; Inert atmosphere

With ethanol; water; dihydrogen peroxide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; toluene;
DOI:10.1021/ol200160p