(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

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 tert-butyl ester
• CAS No.: 210484-22-3
• Molecular Formula: C₃₃H₄₇N₃O₇S
• Molecular Weight: 629.818

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 tert-butyl ester

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 tert-butyl ester

There total 5 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 tert-butyl 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:

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 tert-butyl ester (210484-22-3)

Guidance literature:

Multi-step reaction with 4 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

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

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

Reference yield:

(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 (210484-20-1) → (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)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol

2: 1-hydroxybenzotriazole, 4-methylmorpholine, 1-(3-dimethylamino)propyl-3-ethylcarbodiimide / dimethylformamide / 0 °C

With 4-methyl-morpholine; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In methanol; 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 tert-butyl ester (210484-22-3)

Guidance literature:

Multi-step reaction with 3 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

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

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

upstream raw materials:

(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

4-(2-aminoethyl)benzenesulfonamide

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 11-benzyl ester 7-tert-butyl ester

Downstream 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

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