(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

Base Information

• Chemical Name: (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
• CAS No.: 210484-20-1
• Molecular Formula: C₃₂H₄₃NO₆
• Molecular Weight: 537.697

Synonyms:

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (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

There total 3 articles about (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 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-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)

Guidance literature:

Multi-step reaction with 2 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

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

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

Reference yield:

(2R,3S)-2-But-3-enyl-3-isobutyl-succinic acid 1-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 (210484-20-1)

Guidance literature:

Multi-step reaction with 2 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

With 4-methyl-morpholine; borane-THF; tributylphosphine; dihydrogen peroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,1'-azodicarbonyl-dipiperidine; In 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-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)

Guidance literature:

With borane-THF; tributylphosphine; dihydrogen peroxide; 1,1'-azodicarbonyl-dipiperidine; Yield given. Multistep reaction;

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

upstream raw materials:

(S)-2-{(R)-1-[(S)-1-Benzyloxycarbonyl-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-3-methyl-butyl}-hex-5-enoic acid tert-butyl ester

L-tyrosine benzyl 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

(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

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