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CAS No.: | 161552-03-0 |
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Name: | CYCLO (ARG-GLY-ASP-D-PHE-LYS) |
Article Data: | 14 |
Molecular Structure: | |
Formula: | C27H41N9O7 |
Molecular Weight: | 603.679 |
Synonyms: | cyclo(Arg-Gly-Asp-d-Phe-Lys) |
Density: | 1.47±0.1 g/cm3(Predicted) |
Melting Point: | 191℃ (decomposition) |
PSA: | 288.17000 |
LogP: | 0.43580 |
[(2S,5R,8S,11S)-8-(4-Amino-butyl)-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid
Conditions | Yield |
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With palladium 10% on activated carbon; hydrogen In methanol; acetic acid at 20℃; for 18h; | 100% |
N-(fluoren-9-ylmethoxycarbonyl)glycine
Fmoc-Lys(tert-butoxycarbonyl)
Fmoc-D-Phe-OH
[(2S,5R,8S,11S)-8-(4-Amino-butyl)-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid
Conditions | Yield |
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Stage #1: Fmoc-Asp(OAll)-Pol Stage #2: N-(fluoren-9-ylmethoxycarbonyl)glycine Stage #3: Fmoc-Lys(tert-butoxycarbonyl); Fmoc-D-Phe-OH; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine Further stages; | 43% |
Fmoc-(tBu)Asp-OH
Nα-Fmoc-Nε-Trt-Lys
[(2S,5R,8S,11S)-8-(4-Amino-butyl)-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid
Conditions | Yield |
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Stage #1: H-Gly-(2-Cl)-Trt-pol; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine With N-ethyl-N,N-diisopropylamine; [ethyl cyano(hydroxyimino)acetato-O2]tri-1-pyrrolidinylphosphonium hexafluorophosphate at 20℃; for 1h; 2-CT Cl resin; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.1h; Stage #3: Fmoc-dPhe-OH; Fmoc-(tBu)Asp-OH; Nα-Fmoc-Nε-Trt-Lys Further stages; | 43% |
Fmoc-(tBu)Asp-OH
Fmoc-Lys(OAc)-OH
[(2S,5R,8S,11S)-8-(4-Amino-butyl)-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid
Conditions | Yield |
---|---|
Stage #1: H-Gly-(2-Cl)-Trt-pol; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine With N-ethyl-N,N-diisopropylamine; [ethyl cyano(hydroxyimino)acetato-O2]tri-1-pyrrolidinylphosphonium hexafluorophosphate at 20℃; for 1h; 2-CT Cl resin; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.1h; Stage #3: Fmoc-dPhe-OH; Fmoc-(tBu)Asp-OH; Fmoc-Lys(OAc)-OH Further stages; | 43% |
C45H67N9O10S
[(2S,5R,8S,11S)-8-(4-Amino-butyl)-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid
Conditions | Yield |
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With chlorotriisopropylsilane; water; trifluoroacetic acid for 2h; |
Fmoc-(tBu)Asp-OH
Fmoc-D-Phe-OH
Alloc-L-Lys(N-Fmoc)-OH
[(2S,5R,8S,11S)-8-(4-Amino-butyl)-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid
Conditions | Yield |
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Multistep reaction; |
Fmoc-(tBu)Asp-OH
[(2S,5R,8S,11S)-8-(4-Amino-butyl)-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid
Conditions | Yield |
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Multi-step reaction with 3 steps 1: Pd(PPh3)4; PhSiH3 2: TFA; triisopropylsilane; water / 2 h View Scheme |
Fmoc-D-Phe-OH
[(2S,5R,8S,11S)-8-(4-Amino-butyl)-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid
Conditions | Yield |
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Multi-step reaction with 3 steps 1: Pd(PPh3)4; PhSiH3 2: TFA; triisopropylsilane; water / 2 h View Scheme |
(S)-6-allyloxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoic acid
[(2S,5R,8S,11S)-8-(4-Amino-butyl)-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid
Conditions | Yield |
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Multi-step reaction with 3 steps 1: Pd(PPh3)4; PhSiH3 2: TFA; triisopropylsilane; water / 2 h View Scheme |
cyclo(-D(tBu)-f-K(Aloc)-R(Pmc)-G-)
[(2S,5R,8S,11S)-8-(4-Amino-butyl)-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1: Pd(PPh3)4; PhSiH3 2: TFA; triisopropylsilane; water / 2 h View Scheme |