Tetradecanoic acid (2R,3S,4R,5R)-5-(tert-butoxycarbonylamino-methyl)-2-[(S)-1-((S)-1-methoxycarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethylcarbamoyl]-4-tetradecanoyloxy-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Tetradecanoic acid (2R,3S,4R,5R)-5-(tert-butoxycarbonylamino-methyl)-2-[(S)-1-((S)-1-methoxycarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethylcarbamoyl]-4-tetradecanoyloxy-tetrahydro-furan-3-yl ester
CAS No.:746657-03-4
Molecular Formula:C₅₅H₉₃N₃O₁₁
Molecular Weight:972.357
Hs Code.:

Tetradecanoic acid (2R,3S,4R,5R)-5-(tert-butoxycarbonylamino-methyl)-2-[(S)-1-((S)-1-methoxycarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethylcarbamoyl]-4-tetradecanoyloxy-tetrahydro-furan-3-yl ester

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Chemical Property of Tetradecanoic acid (2R,3S,4R,5R)-5-(tert-butoxycarbonylamino-methyl)-2-[(S)-1-((S)-1-methoxycarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethylcarbamoyl]-4-tetradecanoyloxy-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

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Technology Process of Tetradecanoic acid (2R,3S,4R,5R)-5-(tert-butoxycarbonylamino-methyl)-2-[(S)-1-((S)-1-methoxycarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethylcarbamoyl]-4-tetradecanoyloxy-tetrahydro-furan-3-yl ester

There total 3 articles about Tetradecanoic acid (2R,3S,4R,5R)-5-(tert-butoxycarbonylamino-methyl)-2-[(S)-1-((S)-1-methoxycarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethylcarbamoyl]-4-tetradecanoyloxy-tetrahydro-furan-3-yl 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:

: 544-63-8
n-tetradecanoic acid

: 746657-03-4
Tetradecanoic acid (2R,3S,4R,5R)-5-(tert-butoxycarbonylamino-methyl)-2-[(S)-1-((S)-1-methoxycarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethylcarbamoyl]-4-tetradecanoyloxy-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1,3-dicyclohexylcarbodiimide / 4-dimethylaminopyridine / CH₂Cl₂ / 0 - 20 °C

2: trifluoroacetic acid / CH₂Cl₂ / 0 °C

3: DIPEA / CH₂Cl₂

4: 90 percent / 1-ethyl-3-((3-dimethylamino)propyl)carbodiimide; 1-hydroxy-benzotriazole / dimethylformamide; CH₂Cl₂

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; dmap; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.05.118

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 746657-03-4
Tetradecanoic acid (2R,3S,4R,5R)-5-(tert-butoxycarbonylamino-methyl)-2-[(S)-1-((S)-1-methoxycarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethylcarbamoyl]-4-tetradecanoyloxy-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: DIPEA / CH₂Cl₂

2: 90 percent / 1-ethyl-3-((3-dimethylamino)propyl)carbodiimide; 1-hydroxy-benzotriazole / dimethylformamide; CH₂Cl₂

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.05.118

Reference yield:

: (2R,3S,4R,5R)-5-Aminomethyl-3,4-bis-tetradecanoyloxy-tetrahydro-furan-2-carboxylic acid

: 746657-03-4
Tetradecanoic acid (2R,3S,4R,5R)-5-(tert-butoxycarbonylamino-methyl)-2-[(S)-1-((S)-1-methoxycarbonyl-3-methyl-butylcarbamoyl)-2-phenyl-ethylcarbamoyl]-4-tetradecanoyloxy-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: DIPEA / CH₂Cl₂

2: 90 percent / 1-ethyl-3-((3-dimethylamino)propyl)carbodiimide; 1-hydroxy-benzotriazole / dimethylformamide; CH₂Cl₂

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.05.118