(7S,8R,11S)-11-Benzoyl-9-oxo-8-[3-(3,4,5-trimethoxy-phenyl)-propyl]-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene-7-carboxylic acid

Base Information

• Chemical Name: (7S,8R,11S)-11-Benzoyl-9-oxo-8-[3-(3,4,5-trimethoxy-phenyl)-propyl]-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene-7-carboxylic acid
• CAS No.: 210484-01-8
• Molecular Formula: C₃₅H₄₁NO₈
• Molecular Weight: 603.712

Synonyms:(7S,8R,11S)-11-Benzoyl-9-oxo-8-[3-(3,4,5-trimethoxy-phenyl)-propyl]-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene-7-carboxylic acid

Chemical Property of (7S,8R,11S)-11-Benzoyl-9-oxo-8-[3-(3,4,5-trimethoxy-phenyl)-propyl]-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene-7-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (7S,8R,11S)-11-Benzoyl-9-oxo-8-[3-(3,4,5-trimethoxy-phenyl)-propyl]-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene-7-carboxylic acid

There total 8 articles about (7S,8R,11S)-11-Benzoyl-9-oxo-8-[3-(3,4,5-trimethoxy-phenyl)-propyl]-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene-7-carboxylic acid 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:

(7S,8R,11S)-11-Benzoyl-9-oxo-8-[3-(3,4,5-trimethoxy-phenyl)-propyl]-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1(16),13(17),14-triene-7-carboxylic acid tert-butyl ester (210484-86-9) → (7S,8R,11S)-11-Benzoyl-9-oxo-8-[3-(3,4,5-trimethoxy-phenyl)-propyl]-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1(16),13(17),14-triene-7-carboxylic acid (210484-01-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃;

DOI:10.1016/S0960-894X(01)00603-5

Reference yield:

1-bromo-3,4,5-trimethoxybenzene (2675-79-8) → (7S,8R,11S)-11-Benzoyl-9-oxo-8-[3-(3,4,5-trimethoxy-phenyl)-propyl]-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1(16),13(17),14-triene-7-carboxylic acid (210484-01-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 9-BBN; PdCl₂(dppf); Cs₂CO₃ / tetrahydrofuran; dimethylformamide

2: TFA / CH₂Cl₂ / 0 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 9-borabicyclo[3.3.1]nonane dimer; caesium carbonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Suzuki reaction;

DOI:10.1016/S0960-894X(01)00603-5

Reference yield:

(R)-2-(2-(tert-butoxy)-2-oxoethyl)pent-4-enoic acid (179533-97-2) → (7S,8R,11S)-11-Benzoyl-9-oxo-8-[3-(3,4,5-trimethoxy-phenyl)-propyl]-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1(16),13(17),14-triene-7-carboxylic acid (210484-01-8)

Guidance literature:

Multi-step reaction with 7 steps

1: LDA / tetrahydrofuran / -78 - 20 °C

2: LDA / tetrahydrofuran / -78 °C

3: 1-hydroxybenzotriazole; 4-methylmorpholine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / 0 °C

4: tetrabutylammonium fluoride / tetrahydrofuran / 0 °C

5: Bu₃P; 1,1'-(azodicarbonyl)dipiperidine / tetrahydrofuran; benzene

6: 9-BBN; PdCl₂(dppf); Cs₂CO₃ / tetrahydrofuran; dimethylformamide

7: TFA / CH₂Cl₂ / 0 °C

With 4-methyl-morpholine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 9-borabicyclo[3.3.1]nonane dimer; tributylphosphine; tetrabutyl ammonium fluoride; benzotriazol-1-ol; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; 1,1'-azodicarbonyl-dipiperidine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene; 5: Mitsunobu reaction / 6: Suzuki reaction;

DOI:10.1016/S0960-894X(01)00603-5

upstream raw materials:

(7S,8R,11S)-11-Benzoyl-9-oxo-8-[3-(3,4,5-trimethoxy-phenyl)-propyl]-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene-7-carboxylic acid tert-butyl ester

1-bromo-3,4,5-trimethoxybenzene

(R)-2-(2-(tert-butoxy)-2-oxoethyl)pent-4-enoic acid

2-allyl-3-[4-(tert-butyl-dimethyl-silanyloxy)-butyl]-succinic acid 4-tert-butyl ester

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