(7S,8R,11S)-8-Isobutyl-9-oxo-11-[2-(4-sulfamoyl-phenyl)-ethylcarbamoyl]-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)-8-Isobutyl-9-oxo-11-[2-(4-sulfamoyl-phenyl)-ethylcarbamoyl]-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene-7-carboxylic acid
• CAS No.: 210484-23-4
• Molecular Formula: C₂₉H₃₉N₃O₇S
• Molecular Weight: 573.711

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about (7S,8R,11S)-8-Isobutyl-9-oxo-11-[2-(4-sulfamoyl-phenyl)-ethylcarbamoyl]-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)-8-Isobutyl-9-oxo-11-[2-(4-sulfamoyl-phenyl)-ethylcarbamoyl]-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1(16),13(17),14-triene-7-carboxylic acid tert-butyl ester (210484-22-3) → (7S,8R,11S)-8-Isobutyl-9-oxo-11-[2-(4-sulfamoyl-phenyl)-ethylcarbamoyl]-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1(16),13(17),14-triene-7-carboxylic acid (210484-23-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃;

DOI:10.1016/S0960-894X(98)00396-5

Reference yield:

L-tyrosine benzyl ester (42406-77-9) → (7S,8R,11S)-8-Isobutyl-9-oxo-11-[2-(4-sulfamoyl-phenyl)-ethylcarbamoyl]-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1(16),13(17),14-triene-7-carboxylic acid (210484-23-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / 1-hydroxybenzotriazole, 4-methylmorpholine, 1-(3-dimethylamino)propyl-3-ethylcarbodiimide / dimethylformamide / 0 °C

2: 1.) BH₃*THF, 2.) H₂O₂, 3.) Bu₃P, 1,1'-(azodicarbonyl)dipiperidine

3: H₂ / Pd/C / methanol

4: 1-hydroxybenzotriazole, 4-methylmorpholine, 1-(3-dimethylamino)propyl-3-ethylcarbodiimide / dimethylformamide / 0 °C

5: TFA / CH₂Cl₂ / 0 °C

With 4-methyl-morpholine; borane-THF; tributylphosphine; hydrogen; dihydrogen peroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; 1,1'-azodicarbonyl-dipiperidine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00396-5

Reference yield:

(S)-2-{(R)-1-[(S)-1-Benzyloxycarbonyl-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-3-methyl-butyl}-hex-5-enoic acid tert-butyl ester (210484-18-7) → (7S,8R,11S)-8-Isobutyl-9-oxo-11-[2-(4-sulfamoyl-phenyl)-ethylcarbamoyl]-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1(16),13(17),14-triene-7-carboxylic acid (210484-23-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) BH₃*THF, 2.) H₂O₂, 3.) Bu₃P, 1,1'-(azodicarbonyl)dipiperidine

2: H₂ / Pd/C / methanol

3: 1-hydroxybenzotriazole, 4-methylmorpholine, 1-(3-dimethylamino)propyl-3-ethylcarbodiimide / dimethylformamide / 0 °C

4: TFA / CH₂Cl₂ / 0 °C

With 4-methyl-morpholine; borane-THF; tributylphosphine; hydrogen; dihydrogen peroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; 1,1'-azodicarbonyl-dipiperidine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00396-5

upstream raw materials:

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

L-tyrosine benzyl ester

(7S,8R,11S)-8-Isobutyl-9-oxo-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene-7,11-dicarboxylic acid 7-tert-butyl ester

(7S,8R,11S)-8-Isobutyl-9-oxo-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene-7,11-dicarboxylic acid 11-benzyl ester 7-tert-butyl ester

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