benzoic acid 1-[2-(5-bromo-1H-indol-3-yl)-1-(9H-fluoren-9-ylmethoxycarbonyl)-ethylcarbamoyl]-2-{2-[2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-carbamoyl-propionylamino}-ethyl ester

Base Information

• Chemical Name: benzoic acid 1-[2-(5-bromo-1H-indol-3-yl)-1-(9H-fluoren-9-ylmethoxycarbonyl)-ethylcarbamoyl]-2-{2-[2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-carbamoyl-propionylamino}-ethyl ester
• CAS No.: 219325-44-7
• Molecular Formula: C₆₂H₆₀BrN₇O₁₂
• Molecular Weight: 1175.1
• Mol file: 219325-44-7.mol

Synonyms:

Chemical Property of benzoic acid 1-[2-(5-bromo-1H-indol-3-yl)-1-(9H-fluoren-9-ylmethoxycarbonyl)-ethylcarbamoyl]-2-{2-[2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-carbamoyl-propionylamino}-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzoic acid 1-[2-(5-bromo-1H-indol-3-yl)-1-(9H-fluoren-9-ylmethoxycarbonyl)-ethylcarbamoyl]-2-{2-[2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-carbamoyl-propionylamino}-ethyl ester

There total 6 articles about benzoic acid 1-[2-(5-bromo-1H-indol-3-yl)-1-(9H-fluoren-9-ylmethoxycarbonyl)-ethylcarbamoyl]-2-{2-[2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-carbamoyl-propionylamino}-ethyl 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:

(R)-2-tert-butoxycarbonyl-3-aminopropionic acid (73259-81-1,113625-76-6,76387-70-7) → benzoic acid 1-[2-(5-bromo-1H-indol-3-yl)-1-(9H-fluoren-9-ylmethoxycarbonyl)-ethylcarbamoyl]-2-{2-[2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-carbamoyl-propionylamino}-ethyl ester (219325-44-7)

Guidance literature:

Multi-step reaction with 2 steps

1: acetone; H₂O

2: (1H-benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, 1-hydroxybenzotriazole, N,N-diisopropylethylamine / dimethylformamide

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4039(98)02016-4

Reference yield:

N-t-butyloxycarbonyl-D-asparagine (7536-55-2,142847-17-4,75647-01-7) → benzoic acid 1-[2-(5-bromo-1H-indol-3-yl)-1-(9H-fluoren-9-ylmethoxycarbonyl)-ethylcarbamoyl]-2-{2-[2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-carbamoyl-propionylamino}-ethyl ester (219325-44-7)

Guidance literature:

Multi-step reaction with 3 steps

1: iodosobenzene diacetate / propan-1-ol; methyl acetate; H₂O / 0 deg C, 1 h; 50 deg C, 2 h

2: acetone; H₂O

3: (1H-benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, 1-hydroxybenzotriazole, N,N-diisopropylethylamine / dimethylformamide

With [bis(acetoxy)iodo]benzene; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In propan-1-ol; acetic acid methyl ester; water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4039(98)02016-4

Reference yield:

(S)-5-bromotryptophan fluorenylmethyl ester → benzoic acid 1-[2-(5-bromo-1H-indol-3-yl)-1-(9H-fluoren-9-ylmethoxycarbonyl)-ethylcarbamoyl]-2-{2-[2-tert-butoxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-carbamoyl-propionylamino}-ethyl ester (219325-44-7)

Guidance literature:

Multi-step reaction with 3 steps

1: (1H-benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, 1-hydroxybenzotriazole, N,N-diisopropylethylamine / dimethylformamide

2: TFA / CH₂Cl₂

3: (1H-benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, 1-hydroxybenzotriazole, N,N-diisopropylethylamine / dimethylformamide

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(98)02016-4

upstream raw materials:

(R)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-((tertbutoxycarbonyl)amino)propanoic acid

(R)-2-tert-butoxycarbonyl-3-aminopropionic acid

N-t-butyloxycarbonyl-D-asparagine

Benzoic acid (R)-2-((S)-2-tert-butoxycarbonylamino-3-carbamoyl-propionylamino)-1-carboxy-ethyl ester

Downstream raw materials:

Benzoic acid (3S,6R,10S,13R)-3-(5-bromo-1H-indol-3-ylmethyl)-13-tert-butoxycarbonylamino-10-carbamoylmethyl-2,5,9,12-tetraoxo-1,4,8,11-tetraaza-cyclotetradec-6-yl ester