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Nα,Nα-bis(carboxymethyl)-Nε-(benzyloxycarbonyl)-L-lysine
N,N-bis(carboxymethyl)-L-lysine
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 12h; | 79% |
With sodium hydroxide; hydrogen; palladium on activated charcoal at 20℃; under 760 Torr; for 6h; | 76% |
With 10% Pd/C; hydrogen In methanol at 20℃; under 750.075 Torr; for 12h; | 75% |
Nα,Nα-bis[(tert-butyloxycarbonyl)methyl]-L-lysine tert-butyl ester
N,N-bis(carboxymethyl)-L-lysine
Conditions | Yield |
---|---|
With ethandithiol; chlorotriisopropylsilane; phenol; trifluoroacetic acid at 20℃; for 4h; | |
With ethandithiol; chlorotriisopropylsilane; phenol; trifluoroacetic acid In water at 20℃; for 4h; |
N6-[(benzyloxy)carbonyl]-L-lysine
N,N-bis(carboxymethyl)-L-lysine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaOH / H2O / 0 - 50 °C 2: H2 / Pd-on-charcoal / methanol; H2O / 2 h / 20 °C / 760.05 Torr View Scheme | |
Multi-step reaction with 2 steps 1: aq. NaOH / 14 h / 20 - 80 °C 2: H2 / Pd/C / aq. methanol / 7 h View Scheme | |
Multi-step reaction with 2 steps 1: 89 percent / aq. NaOH / 20 - 50 °C 2: 76 percent / aq. NaOH; H2 / 10 percent Pd/C / 6 h / 20 °C / 760 Torr View Scheme |
Nα,Nα-bis[(tert-butyloxycarbonyl)methyl]-Nε-benzyloxycarbonyl-L-lysine tert-butyl ester
N,N-bis(carboxymethyl)-L-lysine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 94 percent / H2 / Pd/C / methanol / 6 h / 20 °C 2: phenol; triisopropylsilane; ethanedithiol / trifluoroacetic acid / H2O / 4 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 94 percent / Pd/C; H2 / methanol / 6 h / 20 °C 2: PhOH; ethanedithiol; TIS / aq. TFA / 4 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
In tetrahydrofuran; water at 20℃; for 16h; Inert atmosphere; | 100% |
methanol
N,N-bis(carboxymethyl)-L-lysine
Conditions | Yield |
---|---|
With hydrogenchloride In water at 70℃; for 24h; | 100% |
With hydrogenchloride at 70℃; for 24h; | 100% |
tetracosanoic acid N-hydroxysuccinimide ester
N,N-bis(carboxymethyl)-L-lysine
2-(bis-carboxymethyl-amino)-6-tetracosanoylamino-hexanoic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In water; N,N-dimethyl-formamide at 20℃; for 12h; | 92% |
carbonic acid 6-azido-hexyl ester 4-nitro-phenyl ester
N,N-bis(carboxymethyl)-L-lysine
C17H29N5O8
Conditions | Yield |
---|---|
With triethylamine In water; N,N-dimethyl-formamide for 16h; Inert atmosphere; | 88.5% |
benzyl chloroformate
N,N-bis(carboxymethyl)-L-lysine
Nα,Nα-bis(carboxymethyl)-Nε-(benzyloxycarbonyl)-L-lysine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In diethyl ether; water at 20℃; Cooling with ice; | 78% |
N-succinimidyl 10,12-pentacosadiynoic acid ester
N,N-bis(carboxymethyl)-L-lysine
N(6)-pentacosa-10,12-diynoyl-N(2),N(2)-bis(carboxymethyl)lysine
Conditions | Yield |
---|---|
With triethylamine In water; N,N-dimethyl-formamide at 20℃; | 76% |
With triethylamine In water; N,N-dimethyl-formamide at 20℃; for 12h; | 6.3 g |
With triethylamine In water; N,N-dimethyl-formamide | 6.3 g |
With triethylamine In water; N,N-dimethyl-formamide at 20℃; for 12h; | 6.3 g |