tert-butyl (4S)-3-(benzyloxycarbonyl)-1-methyl-2-oxoimidazolidine-4-carboxylate
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
Conditions | Yield |
---|---|
With hydrogen; palladium In methanol under 760 Torr; for 3h; Ambient temperature; | 98.2% |
In methanol; hydrogen | 98.2% |
palladium In methanol; hydrogen | 98.2% |
tert-Butyl (4S)-3-<(2R)-2-(N-benzylamino)propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate
benzyl alcohol
A
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether; benzene 1.) 0 deg C, 10 min, 2.) 0 deg C, 30 min; | A 76% B 87% |
With n-butyllithium In diethyl ether; hexane 1.) 0 deg C, 10 min, 2.) 0 deg C, 30 min; | A 76% B 87% |
(S)‐2‐oxoimidazolidine‐1,5‐dicarboxylate-5‐tert‐butyl ester-1‐benzyl ester
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 89.8 percent / K2CO3 / acetone / 72 h / Ambient temperature 2: 98.2 percent / H2 / Pd / methanol / 3 h / 760 Torr / Ambient temperature View Scheme |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
(S)-3-(2-Bromo-4-phenyl-butyryl)-1-methyl-2-oxo-imidazolidine-4-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran 1.) -50 deg C, 20 min, 2.) -30 deg C, 30 min; | 84% |
2-bromobutanoyl chloride
potassium tert-butylate
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
tert.-butyl (4S)-1-methyl-3-(2-bromo-n-butyryl)-2-oxo-imidazolidine-4-carboxylate
Conditions | Yield |
---|---|
In tetrahydrofuran | 80.3% |
2-bromo-4-methylvaleryl bromide
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
(S)-3-(2-Bromo-4-methyl-pentanoyl)-1-methyl-2-oxo-imidazolidine-4-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran 1.) -50 deg C, 20 min, 2.) -30 deg C, 30 min; | 78% |
(R)-2-(methanesulfonyloxy)propionic acid
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
tert-Butyl (4S)-1-Methyl-3-<(2R)-2-(4-methanesulfonyloxy)propionyl>-2-oxoimidazolidine-4-carboxylate
Conditions | Yield |
---|---|
75.8% |
(2R)-2-(4-toluenesulfonyloxy)propionyl chloride
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
tert-Butyl (4S)-1-Methyl-3-<(2R)-2-(4-toluenesulfonyloxy)propionyl>-2-oxoimidazolidine-4-carboxylate
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at -50℃; for 0.333333h; | 74% |
With potassium tert-butylate In tetrahydrofuran a) -50 deg C, 20 min, b) -30 deg C, 20 min; Yield given; |
potassium tert-butylate
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
(2S)-3-(benzoylthio)-2-methylpropionic acid
(2S)-3-benzoylthio-2-methylpropionyl chloride
Conditions | Yield |
---|---|
With thionyl chloride In tetrahydrofuran; ethyl acetate | 73.9% |
potassium tert-butylate
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
2-Bromopropionyl chloride
tert.-butyl (4S)-1-methyl-3-(2-bromopropionyl)-2-oxo-imidazolidine-4-carboxylate
Conditions | Yield |
---|---|
In tetrahydrofuran | 72.7% |
(2S)-2-(4-toluenesulfonyloxy)propionyl chloride
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
tert-butyl (4S)-1-methyl-3-<(2S)-2-(4-toluenesulfonyloxy)propionyl>-2-oxoimidazolidine-4-carboxylate
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at -50℃; for 0.333333h; | 70% |
2-bromobutanoyl chloride
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
tert.-butyl (4S)-1-methyl-3-(2-bromo-n-butyryl)-2-oxo-imidazolidine-4-carboxylate
Conditions | Yield |
---|---|
With potassium tert-butylate 1) THF, -50 deg C, 20 min, 2) -30 deg C, 1 h; Yield given. Multistep reaction; |
(2R)-2-(methanesulfonyloxy)propionyl chloride
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
tert-Butyl (4S)-1-Methyl-3-<(2R)-2-(4-methanesulfonyloxy)propionyl>-2-oxoimidazolidine-4-carboxylate
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran a) -50 deg C, 20 min, b) -30 deg C, 20 min; Yield given; |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
tert-butyl (4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-benzyloxycarbonyl-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate
Conditions | Yield |
---|---|
With potassium tert-butylate 1) THF, -50 deg C, 20 min, 2) THF, -30 deg C, 20 min; Multistep reaction; |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
N-succinimidyl (2S)-2-{N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino}propionate
tert-butyl (4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate
Conditions | Yield |
---|---|
With potassium tert-butylate 1) THF, -50 deg C, 20 min, 2) THF, -30 deg C, 20 min; Yield given. Multistep reaction; |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
(S)-2-[(R)-1-(2,5-Dioxo-pyrrolidin-1-yloxycarbonyl)-ethylamino]-4-phenyl-butyric acid ethyl ester
(S)-3-[(R)-2-((S)-1-Ethoxycarbonyl-3-phenyl-propylamino)-propionyl]-1-methyl-2-oxo-imidazolidine-4-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With potassium tert-butylate 1) THF, -50 deg C, 20 min, 2) THF, -30 deg C, 20 min; Yield given. Multistep reaction; |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
(N-benzyloxycarbonyl)-L-alanine N-hydroxysuccinimide ester
tert-butyl (4S)-3-<(2S)-2-propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate
Conditions | Yield |
---|---|
With potassium tert-butylate 1) THF, -50 deg C, 10 min, 2) THF, -30 to -20 deg C, 30 min; Yield given. Multistep reaction; |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
2-Bromopropionyl chloride
tert.-butyl (4S)-1-methyl-3-(2-bromopropionyl)-2-oxo-imidazolidine-4-carboxylate
Conditions | Yield |
---|---|
With potassium tert-butylate 1) THF, -50 deg C, 20 min, 2) -30 deg C, 1 h; Yield given. Multistep reaction; |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
2,4-dibromobutanoyl chloride
Conditions | Yield |
---|---|
With potassium tert-butylate 1.) THF, -60 deg C, 20 min, 2.) THF, -30 deg C, 1 h; Yield given. Multistep reaction; |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 78 percent / t-BuOK / tetrahydrofuran / 1.) -50 deg C, 20 min, 2.) -30 deg C, 30 min 2: K2CO3 / hexamethylphosphoric acid triamide / 14 h / 25 °C View Scheme |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 78 percent / t-BuOK / tetrahydrofuran / 1.) -50 deg C, 20 min, 2.) -30 deg C, 30 min 2: K2CO3 / hexamethylphosphoric acid triamide / 14 h / 25 °C View Scheme |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 84 percent / t-BuOK / tetrahydrofuran / 1.) -50 deg C, 20 min, 2.) -30 deg C, 30 min 2: K2CO3 / hexamethylphosphoric acid triamide / 14 h / 25 °C View Scheme |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 84 percent / t-BuOK / tetrahydrofuran / 1.) -50 deg C, 20 min, 2.) -30 deg C, 30 min 2: K2CO3 / hexamethylphosphoric acid triamide / 14 h / 25 °C View Scheme |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
Imidapril hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1) tBuOK / 1) THF, -50 deg C, 20 min, 2) THF, -30 deg C, 20 min 2: ethyl acetate; diisopropyl ether / 3 h / Ambient temperature 3: 1) K2CO3, 2) 15percent HCl/dioxane / 1) H2O, 2) rt, overnight View Scheme | |
Multi-step reaction with 4 steps 1: 1) KOtBu / 1) THF, -50 deg C, 20 min, 2) -30 deg C, 1 h 2: K2CO3 / hexamethylphosphoric acid triamide / 48 h / Ambient temperature 3: ethyl acetate; diisopropyl ether / 3 h / Ambient temperature 4: 1) K2CO3, 2) 15percent HCl/dioxane / 1) H2O, 2) rt, overnight View Scheme |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
tert-Butyl (4S)-3-<(2S)-2-amino>propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate Hydrogenmaleate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1) tBuOK / 1) THF, -50 deg C, 20 min, 2) THF, -30 deg C, 20 min 2: ethyl acetate; diisopropyl ether / 3 h / Ambient temperature View Scheme | |
Multi-step reaction with 3 steps 1: 1) KOtBu / 1) THF, -50 deg C, 20 min, 2) -30 deg C, 1 h 2: K2CO3 / hexamethylphosphoric acid triamide / 48 h / Ambient temperature 3: ethyl acetate; diisopropyl ether / 3 h / Ambient temperature View Scheme |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
tert-butyl (4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-ethoxycarbonyl-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1) KOtBu / 1) THF, -50 deg C, 20 min, 2) -30 deg C, 1 h 2: K2CO3 / hexamethylphosphoric acid triamide / 48 h / Ambient temperature View Scheme |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
tert-butyl (4S)-3-<(2S)-2-propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate hydrogen maleate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1) tBuOK / 1) THF, -50 deg C, 20 min, 2) THF, -30 deg C, 20 min 2: ethyl acetate; diisopropyl ether / 3 h / Ambient temperature View Scheme |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
(4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-carboxy-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1) tBuOK / 1) THF, -50 deg C, 20 min, 2) THF, -30 deg C, 20 min 2: ethyl acetate; diisopropyl ether / 3 h / Ambient temperature 3: H2 / Pd / methanol / 2 h / 760 Torr / Ambient temperature View Scheme |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
(4S)-3-<(2S)-aminopropionyl>-1-methyl-2-oxoimidazolidine-4-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1) KOtBu / 1) THF, -50 deg C, 10 min, 2) THF, -30 to -20 deg C, 30 min 2: 72.2 percent / HCl / dioxane / Ambient temperature View Scheme |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
(4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-carboxy-n-nonyl)amino]-n-butyryl}-2-oxo-imidazolidine-4-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1) KOtBu / 1) THF, -50 deg C, 20 min, 2) -30 deg C, 1 h 2: 2.9 percent / K2CO3 / hexamethylphosphoric acid triamide / 48 h / Ambient temperature 3: H2 / Pd / methanol / 2 h / 760 Torr / Ambient temperature View Scheme |
(4S)-1-methyl-2-oxoimidazolidine-4-carboxylic acid t-butyl ester
tert.-butyl (4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-benzyloxycarbonyl-n-nonyl)amino]-n-butyryl}-2-oxo-imidazolidine-4-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1) KOtBu / 1) THF, -50 deg C, 20 min, 2) -30 deg C, 1 h 2: 2.9 percent / K2CO3 / hexamethylphosphoric acid triamide / 48 h / Ambient temperature View Scheme |
The tert-Butyl (4S)-1-methyl-2-oxoimidazolidine-4-carboxylate , with the CAS register number 83056-79-5 , has the systematic name of 4-imidazolidinecarboxylic acid,1-methyl-2-oxo-,1,1-dimethylethyl ester, (4S)- and it could als be known to us as (s)-(-)-1-methyl-2-oxoimidazolidine-4-carboxylic acid tert-butyl ester ; (4s)-1-methyl-2-oxo-4-imidazolidinecarboxylic acid, tert-butyl ester , etc.
The characteristics of this kind of chemical are as followings: (1)#H bond acceptors: 5 ; (2)#H bond donors: 1 ; (3)#Freely Rotating Bonds: 3 ; (4)Polar Surface Area: 58.64 ; (5)Index of Refraction: 1.473 ; (6)Molar Refractivity: 50.4 cm3 ; (7)Molar Volume: 179.4 cm3 ; (8)Polarizability: 19.98 ×10-24cm3 ; (9)Surface Tension: 36.2 dyne/cm ; (10)Density: 1.115 g/cm3 ; (11)Flash Point: 163.9 °C ; (12)Enthalpy of Vaporization: 59.17 kJ/mol ; (13)Boiling Point: 347.4 °C at 760 mmHg ; (14)Vapour Pressure: 5.38E-05 mmHg at 25°C .
This kind of chemical is usually used in the pharmaceutics intermediate.
And you could convert the following data information into the molecular strcture:
SMILES: CC(C)(C)OC(=O)[C@@H]1CN(C(=O)N1)C
InChI: InChI=1/C9H16N2O3/c1-9(2,3)14-7(12)6-5-11(4)8(13)10-6/h6H,5H2,1-4H3,(H,10,13)/t6-/m0/s1
InChIKey: JHSLVEQWBDYFQN-LURJTMIEBY
As for the market information, there are many suppliers in China, such as BePharm,Ltd which could provide this chemical with the packing of 5g;10g;50g;100g;500g;1KG.
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