(S)-3-(2-Aminooxy-acetylamino)-2-(6-{3-[(2S,5S,11S,14R)-14-benzyl-11-carboxymethyl-5-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-propionylamino}-hexanoylamino)-propionic acid

Base Information

• Chemical Name: (S)-3-(2-Aminooxy-acetylamino)-2-(6-{3-[(2S,5S,11S,14R)-14-benzyl-11-carboxymethyl-5-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-propionylamino}-hexanoylamino)-propionic acid
• CAS No.: 600153-19-3
• Molecular Formula: C₃₇H₅₆N₁₂O₁₃
• Molecular Weight: 876.924

Synonyms:(S)-3-(2-Aminooxy-acetylamino)-2-(6-{3-[(2S,5S,11S,14R)-14-benzyl-11-carboxymethyl-5-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-propionylamino}-hexanoylamino)-propionic acid

Chemical Property of (S)-3-(2-Aminooxy-acetylamino)-2-(6-{3-[(2S,5S,11S,14R)-14-benzyl-11-carboxymethyl-5-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-propionylamino}-hexanoylamino)-propionic acid

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Technology Process of (S)-3-(2-Aminooxy-acetylamino)-2-(6-{3-[(2S,5S,11S,14R)-14-benzyl-11-carboxymethyl-5-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-propionylamino}-hexanoylamino)-propionic acid

There total 5 articles about (S)-3-(2-Aminooxy-acetylamino)-2-(6-{3-[(2S,5S,11S,14R)-14-benzyl-11-carboxymethyl-5-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-propionylamino}-hexanoylamino)-propionic 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: 42.0%

6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid (88574-06-5) + N-α-Fmoc-N-β-(N-tert-butyloxycarbonylaminooxyacetal)-L-diaminopropionic acid (600153-12-6) + cyclo-(-Arg[Pbf]GlyAsp[tBu]-D-PheGlu-) → (S)-3-(2-Aminooxy-acetylamino)-2-(6-{3-[(2S,5S,11S,14R)-14-benzyl-11-carboxymethyl-5-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-propionylamino}-hexanoylamino)-propionic acid (600153-19-3)

Guidance literature:

Multistep reaction.;

DOI:10.1002/chem.200204304

Reference yield:

Fmoc-L-glutamic acid-g-benzyl ester (123639-61-2) → (S)-3-(2-Aminooxy-acetylamino)-2-(6-{3-[(2S,5S,11S,14R)-14-benzyl-11-carboxymethyl-5-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-propionylamino}-hexanoylamino)-propionic acid (600153-19-3)

Guidance literature:

Multi-step reaction with 4 steps

1: DPPA; NaHCO₃ / dimethylformamide / 48 h / 20 °C

2: H₂ / 5percent Pd/C / N,N-dimethyl-acetamide / 4 h

With diphenyl-phosphinic acid; hydrogen; sodium hydrogencarbonate; 5percent Pd/C; In N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1002/chem.200204304

Reference yield:

Fmoc-D-Phe-OH (86123-10-6) → (S)-3-(2-Aminooxy-acetylamino)-2-(6-{3-[(2S,5S,11S,14R)-14-benzyl-11-carboxymethyl-5-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-propionylamino}-hexanoylamino)-propionic acid (600153-19-3)

Guidance literature:

Multi-step reaction with 4 steps

1: DPPA; NaHCO₃ / dimethylformamide / 48 h / 20 °C

2: H₂ / 5percent Pd/C / N,N-dimethyl-acetamide / 4 h

With diphenyl-phosphinic acid; hydrogen; sodium hydrogencarbonate; 5percent Pd/C; In N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1002/chem.200204304

upstream raw materials:

6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid

N-α-Fmoc-N-β-(N-tert-butyloxycarbonylaminooxyacetal)-L-diaminopropionic acid

Fmoc-L-glutamic acid-g-benzyl ester

Fmoc-D-Phe-OH

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