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inquirytert-Butyl glycinate Chemical Properties Melting point 148-150 °C (decomp) Boiling point 29-31°C 2mm density 0,96 g/cm3 refractive index 1.4240 Fp 29-31°C/2mm storage temp. Store at +2°C to +8°C. pka 7.3
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tert-butyl N-(benzyloxycarbonyl)glycinate
Glycine tert-butyl ester
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethanol | 92% |
With hydrogen; palladium on activated charcoal In ethanol | |
With hydrogen; palladium on activated charcoal In methanol |
Conditions | Yield |
---|---|
With ammonia In diethyl ether 1.) -40 deg C, 2 h, 2.) RT, overnight; | 90% |
With ammonia In diethyl ether at -40℃; | 87% |
With ammonia at -78℃; for 48h; Inert atmosphere; | 72% |
With ammonia In diethyl ether at -40℃; | 70% |
Multi-step reaction with 2 steps 1: aq. NaN3 / acetone 2: H2 / Pd-C / methanol View Scheme |
N-(9-fluorenylmethoxycarbonyl)glycine tert-butyl ester
Glycine tert-butyl ester
Conditions | Yield |
---|---|
With triethylamine; 1-butyl-3-methylimidazolium Tetrafluoroborate In neat (no solvent) at 25℃; Green chemistry; | 82% |
(2,2,2-trichloro-ethoxycarbonylamino)-acetic acid tert-butyl ester
Glycine tert-butyl ester
Conditions | Yield |
---|---|
With 1-methyl-1H-imidazole; zinc In ethyl acetate for 6h; | 57% |
Conditions | Yield |
---|---|
With sulfuric acid at 25℃; for 2h; Molecular sieve; chemoselective reaction; | 51% |
Fms-Gly-OtBu
Glycine tert-butyl ester
Conditions | Yield |
---|---|
With piperidine In N,N-dimethyl-formamide at 25℃; for 0.166667h; |
N-(diphenylmethylene)glycine tert-butyl ester
A
benzophenone
B
Glycine tert-butyl ester
Conditions | Yield |
---|---|
With cesiumhydroxide monohydrate In dichloromethane; toluene |
N-(diphenylmethylene)glycine tert-butyl ester
Glycine tert-butyl ester
Conditions | Yield |
---|---|
With cycl-isopropylidene malonate; water In ethyl acetate at 20℃; for 8h; |
Glycine tert-butyl ester
benzaldehyde
tert-butyl N-benzylideneglycinate
Conditions | Yield |
---|---|
With sodium sulfate In benzene Ambient temperature; | 100% |
With trimethyl orthoformate for 8h; | 96% |
With magnesium sulfate In benzene for 0.5h; Ambient temperature; | 75% |
With magnesium sulfate In benzene | |
Stage #1: Glycine tert-butyl ester With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 1h; Stage #2: benzaldehyde In dichloromethane at 20℃; |
Glycine tert-butyl ester
Z-Gly-L-Azy-Gly-OBzl
A
N-carbobenzyloxy-glycyl-glycine tert-butyl ester
B
(2S)-H-Azy-Gly-OBzl
Conditions | Yield |
---|---|
In dichloromethane for 24h; Ambient temperature; | A 84.8% B 100% |
Glycine tert-butyl ester
2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-thiobutyric acid S-(2-formyl-4-nitro-phenyl) ester
Conditions | Yield |
---|---|
With N-methylmaleimide In phosphate buffer; N,N-dimethyl-formamide at 20℃; for 2.5h; pH=8.0; | 100% |
Glycine tert-butyl ester
4-trifluorophenylsulfonyl chloride
tert-Butyl 2-(4-(trifluoromethyl)phenylsulfonamido)acetate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 18h; | 100% |
4,4-dimethylpentanal
Glycine tert-butyl ester
2-[(E)-(3,3-dimethylbutylidene)amino]acetic acid tert-butyl ester
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
In dichloromethane at 20℃; |
3,3-dimethylbutyrylaldehyde
Glycine tert-butyl ester
2-[(E)-(3,3-dimethylbutylidene)amino]acetic acid tert-butyl ester
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
In dichloromethane at 20℃; | 100% |
In dichloromethane at 20℃; | 100% |
Glycine tert-butyl ester
(N-benzyloxycarbonyl)-L-alanine N-hydroxysuccinimide ester
tert-butyl ((benzyloxy)carbonyl)-L-alanylglycinate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h; Inert atmosphere; | 100% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h; Inert atmosphere; | |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h; Inert atmosphere; |
1-chloro-4-methoxyisoquinoline-3-carboxylic acid
Glycine tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: 1-chloro-4-methoxyisoquinoline-3-carboxylic acid With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: Glycine tert-butyl ester In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #3: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 16h; Inert atmosphere; | 100% |
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 -5 - 20℃; Temperature; | 100% |
Conditions | Yield |
---|---|
Stage #1: Glycine tert-butyl ester; C69H75N5O18 With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate at 0℃; for 0.333333h; Stage #2: With N-ethyl-N,N-diisopropylamine at 0℃; | 100% |
Conditions | Yield |
---|---|
Stage #1: Glycine tert-butyl ester; C68H73N5O18 With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide | 100% |
Glycine tert-butyl ester
(2'S,5R)-1-(1'-oxo-2'-phenylmethylpropyl)-3,3,5-trimethylpyrrolidin-2-one
Conditions | Yield |
---|---|
for 120h; | 99% |
at 20℃; for 120h; | 99% |
Glycine tert-butyl ester
2,2,2-Trichloroethyl chloroformate
(2,2,2-trichloro-ethoxycarbonylamino)-acetic acid tert-butyl ester
Conditions | Yield |
---|---|
With pyridine In tetrahydrofuran at 0 - 20℃; | 99% |
BTZO-2
Glycine tert-butyl ester
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 17h; | 99% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 3h; | 99% |
2,2-dimethyl-4-oxobutyronitrile
Glycine tert-butyl ester
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 98.8% |
Glycine tert-butyl ester
Allyloxycarbonylamino-acetic acid (3aR,5R,6S,6aR)-5-dimethylaminomethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester
Aloc-Gly-Gly-OtBu
Conditions | Yield |
---|---|
lithium bromide In dichloromethane at 20℃; for 24h; | 98% |
lithium bromide In dichloromethane at 20℃; for 24h; Rate constant; other carbohydrate ester of N-protected amino acids, other amino acid esters; uncatalyzed reaction; | 98% |
Glycine tert-butyl ester
6-methyl-2,4-pyrimidine-diyl dibenzoate
A
6-Methyluracil
B
hippuric acid tert-butyl ester
Conditions | Yield |
---|---|
In dichloromethane for 0.5h; Heating; | A n/a B 98% |
Glycine tert-butyl ester
(1S)-N,N-bis(1-methylethyl)-7,7-dimethyl-2-thioxobicyclo[2.2.1]heptane-1-methanesulfonamide
Conditions | Yield |
---|---|
In toluene for 48h; Heating; | 98% |
Benzophenone imine
Glycine tert-butyl ester
N-(diphenylmethylene)glycine tert-butyl ester
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 24h; | 98% |
Glycine tert-butyl ester
(2R,3S)-3-endo-benzyloxycarbonyl-bicyclo[2.2.1]hept-5-ene-2-endo-carboxylic acid
Conditions | Yield |
---|---|
With dmap; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 0 - 20℃; for 13h; | 98% |
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