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biocytin
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran; water at 20℃; for 2h; | 73% |
Conditions | Yield |
---|---|
With sodium hydroxide; chloroform |
N2-formyl-N6-[5-((3aS)-2-oxo-(3ar,6ac)-hexahydro-thieno[3,4-d]imidazol-4t-yl)-valeryl]-L-lysine
biocytin
Conditions | Yield |
---|---|
With hydrogenchloride |
Conditions | Yield |
---|---|
With toluene; 1,2,4-Trichlorobenzene |
Boc-Lys(biotinyl)-OH
biocytin
Conditions | Yield |
---|---|
With methoxybenzene; trifluoroacetic acid |
Conditions | Yield |
---|---|
With toluene; 1,2,4-Trichlorobenzene |
biotin N-Hydroxysuccinimide ester
biocytin
Conditions | Yield |
---|---|
Stage #1: biotin N-Hydroxysuccinimide ester With sodium hydrogencarbonate In water; N,N-dimethyl-formamide Stage #2: With ethylenediaminetetraacetic acid In water | |
Multi-step reaction with 2 steps 1: sodium hydroxide / 1,4-dioxane; water / 20 °C / pH 8 - 8.5 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 1 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydroxide / 1,4-dioxane / 22 - 25 °C / pH 8 - 8.5 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 1 h / 22 - 25 °C View Scheme |
Nα-formyl-L-lysine
biocytin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine 2: aqueous HCl View Scheme |
biotin chloride
biocytin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: toluene; 1,2,4-trichloro-benzene View Scheme | |
Multi-step reaction with 2 steps 1: pyridine 2: aqueous HCl View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: acetic acid anhydride / und Hydrieren des Reaktionsprodukts an Palladium 2: pyridine 3: aqueous HCl View Scheme |
Boc-Lys-OH
biocytin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Py, aq. NaOH 2: aq. CF3CO2H, anisole View Scheme |
D-(+)-biotin 2-nitrophenyl ester
biocytin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Py, aq. NaOH 2: aq. CF3CO2H, anisole View Scheme |
5-((3aS)-2-oxo-1-trifluoroacetyl-(3ar,6ac)-hexahydro-thieno[3,4-d]imidazol-4t-yl)-pentanoic acid 4-nitro-phenyl ester
biocytin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: aq. EtOH / Heating 2: Py, aq. NaOH 3: aq. CF3CO2H, anisole View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 4-nitro-phenol, Py / 50 °C 2: aq. EtOH / Heating 3: Py, aq. NaOH 4: aq. CF3CO2H, anisole View Scheme | |
Multi-step reaction with 3 steps 1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / 1,4-dioxane; water / 20 °C / pH 8 - 8.5 3: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 1 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 22 - 25 °C 2: sodium hydroxide / 1,4-dioxane / 22 - 25 °C / pH 8 - 8.5 3: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 1 h / 22 - 25 °C View Scheme |
N-α-Fmoc-N-ε-biotinyl-L-lysine
biocytin
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 1h; | |
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 22 - 25℃; for 1h; |
Conditions | Yield |
---|---|
With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide In dichloromethane at 45℃; for 2h; pH=7.4; |
[CpFe(CO)2(η1-N-3-isothiocyanatophtalimidato)]
biocytin
Conditions | Yield |
---|---|
With triethylamine In water; N,N-dimethyl-formamide (Ar); stirring of soln. of CpFe(CO)2(NC8H3O2NCS), biocytin and Et3N in water at room temp. for 2 h; evapn. to dryness, dissolving in water, acidification to pH 3 with 0.6 MHCl, pptn., elem. anal.; | 94% |
2-(methylsulfonyl)ethyl succinimidyl carbonate
biocytin
Conditions | Yield |
---|---|
With triethylamine In water; acetonitrile for 16h; Ambient temperature; | 93% |
Conditions | Yield |
---|---|
With triethylamine In water; N,N-dimethyl-formamide (Ar); stirring of soln. of CpFe(CO)2(NC8H3O2NCS), biocytin and Et3N in water at room temp. for 2 h; evapn. to dryness, dissolving in water, acidification to pH 3 with 0.6 MHCl, pptn., elem. anal.; | 93% |
1-<<4-<3-(trifluoromethyl)-3H-diazirin-3-yl>benzoyl>oxy>-2,5-pyrrolidinedione
biocytin
Conditions | Yield |
---|---|
With sodium hydroxide In N,N-dimethyl-formamide Ambient temperature; | 91% |
p-benzoylbenzoic acid N-hydroxysuccinimide ester
biocytin
Nα-(4-benzoylbenzoyl)-L-biocytin
Conditions | Yield |
---|---|
With sodium hydroxide In water; N,N-dimethyl-formamide | 90% |
With sodium hydroxide In N,N-dimethyl-formamide Ambient temperature; | 82% |
succinimidyl 4-azido-2,3,5,6-tetrafluorobenzoate
biocytin
2-(4-azido-2,3,5,6-tetrafluorobenzamido)-6-[5-(hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-6-yl)pentanamido]hexanoic acid
Conditions | Yield |
---|---|
With sodium hydroxide In N,N-dimethyl-formamide at 20℃; | 89% |
With sodium hydroxide In N,N-dimethyl-formamide Ambient temperature; | 85% |
1-<<<2-nitro-4-<3-(trifluoromethyl)-3H-diazirin-3-yl>phenoxy>acetyl>oxy>-2,5-pyrrolidinedione
biocytin
(S)-2-{2-[2-Nitro-4-(3-trifluoromethyl-3H-diazirin-3-yl)-phenoxy]-acetylamino}-6-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-hexanoic acid
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water; N,N-dimethyl-formamide; acetonitrile for 1h; Ambient temperature; | 89% |
Conditions | Yield |
---|---|
With triethylamine In water; N,N-dimethyl-formamide (Ar); stirring of soln. of CpFe(CO)2(NHSO2C6H4NCS), biocytin and Et3N inwater at room temp. for 2 h; evapn. to dryness, dissolving in water, acidification to pH 3 with 0.6 MHCl, pptn., elem. anal.; | 62% |
9-methoxy-9-BBN
biocytin
Conditions | Yield |
---|---|
In methanol; hexane for 4h; Reflux; | 58% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 22 - 25℃; | 30.4% |
With N-ethyl-N,N-diisopropylamine at 20℃; |
nitroveratryloxycarbonyl chloride
biocytin
Conditions | Yield |
---|---|
With sodium carbonate In tetrahydrofuran; water for 3h; |
biocytin
(S)-2-(4-Azido-2,3,5,6-tetrafluoro-benzoylamino)-6-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 89 percent / aq. NaOH / dimethylformamide / 20 °C 2: 77 percent / dicyclohexylcarbodiimide / dimethylformamide / 12 h / 20 °C View Scheme |
biocytin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 89 percent / aq. NaOH / dimethylformamide / 20 °C 2: 77 percent / dicyclohexylcarbodiimide / dimethylformamide / 12 h / 20 °C 3: 98 percent / dimethylformamide / 12 h / 20 °C View Scheme |
biocytin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium carbonate / H2O; tetrahydrofuran / 3 h 2: triethylamine / dimethylformamide View Scheme |
biocytin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 82 percent / aq. NaOH / dimethylformamide / Ambient temperature 2: 86 percent / diisopropylethylamine, HOAT, EDAC / dimethylformamide / Ambient temperature 3: HCl / dioxane / 1 h / Ambient temperature 4: diisopropylethylamine, HOAT, EDAC / dimethylformamide / Ambient temperature View Scheme |
biocytin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 82 percent / aq. NaOH / dimethylformamide / Ambient temperature 2: 86 percent / diisopropylethylamine, HOAT, EDAC / dimethylformamide / Ambient temperature 3: HCl / dioxane / 1 h / Ambient temperature View Scheme |
biocytin
1-(N-(Nα-(4-benzoylbenzoyl)-L-biocytinoyl)amino)-6-(N'-boc-amino)hexane
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 82 percent / aq. NaOH / dimethylformamide / Ambient temperature 2: 86 percent / diisopropylethylamine, HOAT, EDAC / dimethylformamide / Ambient temperature View Scheme |
biocytin
{(S)-1-(2-Amino-ethylcarbamoyl)-5-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-pentyl}-carbamic acid 2-methanesulfonyl-ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 93 percent / Et3N / H2O; acetonitrile / 16 h / Ambient temperature 2: 70 percent / Et3N, HOBt, CMC metho-p-toluene sulfonate / H2O; acetonitrile / 16 h / Ambient temperature 3: aq. TFA / Ambient temperature View Scheme |
biocytin
{(S)-1-(2-tert-Butoxycarbonylamino-ethylcarbamoyl)-5-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-pentyl}-carbamic acid 2-methanesulfonyl-ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 93 percent / Et3N / H2O; acetonitrile / 16 h / Ambient temperature 2: 70 percent / Et3N, HOBt, CMC metho-p-toluene sulfonate / H2O; acetonitrile / 16 h / Ambient temperature View Scheme |
biocytin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 93 percent / Et3N / H2O; acetonitrile / 16 h / Ambient temperature 2: 70 percent / Et3N, HOBt, CMC metho-p-toluene sulfonate / H2O; acetonitrile / 16 h / Ambient temperature 3: aq. TFA / Ambient temperature 4: 73 percent / DIPEA / acetonitrile; H2O / 20 h / Ambient temperature View Scheme |
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