WGK Germany | 3 |
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
Allyl chloroformate
N-α-Alloc-N-ε-Boc-L-lysine methyl ester
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0 - 20℃; for 16h; | 100% |
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
N,N'-bis(N-(carboxymethyl))-N,N'-bis(N-(2-(4-fluorophenyl)ethyl)carboxamidomethyl)benzene-1,3-dicarboxamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In N,N-dimethyl-formamide at 25℃; for 12h; Condensation; | 99% |
N-phenyl-N-methylcarbamoyl chloride
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
methyl N6-(tert-butoxycarbonyl)-N2-(methyl(phenyl)carbamoyl)-L-lysinate
Conditions | Yield |
---|---|
With triethylamine In acetonitrile for 15h; Reflux; | 99% |
With dmap; triethylamine In 1,2-dimethoxyethane for 2h; Inert atmosphere; Reflux; | 93% |
(S)-N-(tert-butoxycarbonyl)serine
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
Conditions | Yield |
---|---|
With C12H6B2Br4O3 In 1,2-dichloro-ethane at 90℃; for 24h; Molecular sieve; chemoselective reaction; | 99% |
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
1-hexadecylcarboxylic acid
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 22h; Cooling with ice; | 98% |
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 22h; Inert atmosphere; | 57% |
2-carbobenzyloxyamino-2-deoxy-D-glucopyranose
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
(S)-2-((2S,3R,4S,5R)-2-Benzyloxycarbonylamino-3,4,5,6-tetrahydroxy-hexylamino)-6-tert-butoxycarbonylamino-hexanoic acid methyl ester
Conditions | Yield |
---|---|
With sodium cyanoborohydride In methanol for 8h; Condensation; reduction; Heating; | 97% |
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
(2S)-2-acetamido-3-(4-allyloxyphenyl)propanoic acid
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Sealed tube; Inert atmosphere; | 94% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 14h; Inert atmosphere; Sealed tube; | 94% |
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
4-(4-oxo-3,4-dihydro-quinazolin-2-yl)-butyric acid
methyl 6-(tert-butoxycarbonylamino)-2-(4-(4-oxo-3,4-dihydroquinazolin-2-yl)butanamido)hexanoate
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; N,N-dimethyl-formamide | 93% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 48.5h; | 93% |
Boc-Lys(Boc)-OH
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
(S)-methyl 2-((S)-2,6-bis((tert-butoxycarbonyl)amino)hexanamido)-6-((tert-butoxycarbonyl)amino)hexanoate
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 3h; | 92% |
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Cooling with ice; | 78.1% |
N-Cbz-L-Phe
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
(S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-6-((tert-butoxycarbonyl)amino)hexanoate
Conditions | Yield |
---|---|
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h; | 91% |
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h; Inert atmosphere; | 90% |
Stage #1: N-Cbz-L-Phe With 4-methyl-morpholine In chloroform at -20℃; for 0.25h; Stage #2: With isobutyl chloroformate In chloroform at -20℃; for 0.166667h; Stage #3: N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride In chloroform for 0.166667h; | 76% |
With N-ethylmorpholine;; benzotriazol-1-ol; dicyclohexyl-carbodiimide 1a) DMF, 0 deg C, 1 h, 1b) r.t., 1 h, 2) DMF, r.t., pH 7, 3 d; Yield given. Multistep reaction; |
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
chloroacetic acid
6-tert-butoxycarbonylamino-2-(2-chloro-acetylamino)-hexanoic acid methyl ester
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 18h; | 91% |
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 3h; | 91% |
Z-Leu-OH
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
methyl 2S-(2S-benzyloxycarbonylamino-4-methylpentanamido)-6-(tert-butoxycarbonylamino)hexanoate
Conditions | Yield |
---|---|
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h; Inert atmosphere; | 91% |
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
N-Benzyloxycarbonyl-L-proline
benzyl 2S-(6-tert-butoxycarbonylamino)-1-(methoxy-1-oxohexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h; Inert atmosphere; | 90% |
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 3h; | 89% |
O-phenyl phosphorodichloridate
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at -78 - 20℃; for 1.5h; | 89% |
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
3-(4-oxo-3,4-dihydroquinazolin-2-yl)propanoic acid
methyl 6-(tert-butoxycarbonylamino)-2-(3-(4-oxo-3,4-dihydroquinazolin-2-yl)propanamido)hexanoate
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; N,N-dimethyl-formamide | 87% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere; Darkness; | 87% |
4-carboxybenzophenone
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
(S)-6-tert-butoxycarbonyl-2-(4-benzoylbenzoylamino)hexanoic acid methyl ester
Conditions | Yield |
---|---|
With 4-methyl-morpholine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; | 87% |
With 4-methyl-morpholine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; | 0.28 g |
N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere; Sealed tube; | 87% |
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