[(2S,5S,8S,11S)-8-[4-(2-Aminooxy-acetylamino)-butyl]-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid

Base Information

Chemical Name:[(2S,5S,8S,11S)-8-[4-(2-Aminooxy-acetylamino)-butyl]-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid
CAS No.:858124-61-5
Molecular Formula:C₂₉H₄₄N₁₀O₉
Molecular Weight:676.73
Hs Code.:

[(2S,5S,8S,11S)-8-[4-(2-Aminooxy-acetylamino)-butyl]-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid

Synonyms:[(2S,5S,8S,11S)-8-[4-(2-Aminooxy-acetylamino)-butyl]-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid

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Chemical Property of [(2S,5S,8S,11S)-8-[4-(2-Aminooxy-acetylamino)-butyl]-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid

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Technology Process of [(2S,5S,8S,11S)-8-[4-(2-Aminooxy-acetylamino)-butyl]-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid

There total 5 articles about [(2S,5S,8S,11S)-8-[4-(2-Aminooxy-acetylamino)-butyl]-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic 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: 22.0%

: C₄₀H₅₆N₉O₁₀PolS

: 42989-85-5
[({[(2-methyl-2-propanyl)oxy]carbonyl}amino)oxy]acetic acid

: 858124-61-5
[(2S,5S,8S,11S)-8-[4-(2-Aminooxy-acetylamino)-butyl]-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid

Guidance literature:: C₄₀H₅₆N₉O₁₀PolS; [({[(2-methyl-2-propanyl)oxy]carbonyl}amino)oxy]acetic acid; With 2,4,6-trimethyl-pyridine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; at 25 ℃; for 2h; Fmoc-Asp(NovaSyn? TGA)-OAll resin

With trifluoroacetic acid; In dichloromethane; at 25 ℃; for 2h; Fmoc-Asp(NovaSyn? TGA)-OAll resin
DOI:10.1039/c3ob40550h

Reference yield:

: H-Asp(OtBu)-Phe-Lys(Aloc)-Arg(Pmc)-Gly-OH

: 858124-61-5
[(2S,5S,8S,11S)-8-[4-(2-Aminooxy-acetylamino)-butyl]-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: PyBOP; DIEA / dimethylformamide / 1 h / 20 °C / pH 8 - 9

2: phenylsilane / Pd(PPh₃)4 / dimethylformamide

3: DIEA / dimethylformamide / 1 h

4: aq. TFA / 1 h

With phenylsilane; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide;
DOI:10.1002/1521-3765(20010917)7:18<3976::AID-CHEM3976>3.0.CO;2-X

Reference yield:

: cyclo(-Asp(OtBu)-Phe-Lys(Aloc)-Arg(Pmc)Gly-)

: 858124-61-5
[(2S,5S,8S,11S)-8-[4-(2-Aminooxy-acetylamino)-butyl]-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: phenylsilane / Pd(PPh₃)4 / dimethylformamide

2: DIEA / dimethylformamide / 1 h

3: aq. TFA / 1 h

With phenylsilane; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide;
DOI:10.1002/1521-3765(20010917)7:18<3976::AID-CHEM3976>3.0.CO;2-X