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tert-Butyl glycinate

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Name

tert-Butyl glycinate

EINECS 1533716-785-6
CAS No. 6456-74-2 Density 0.973 g/cm3
PSA 52.32000 LogP 0.98710
Solubility Miscible with acetone and methanol. Slightly miscible with ehtanol. Immiscible with water. Melting Point 148-150 °C (decomp)
Formula C6H13NO2 Boiling Point 145.7 °C at 760 mmHg
Molecular Weight 131.175 Flash Point 20.7 °C
Transport Information N/A Appearance White crystalline powder/Colorless Clear Liquid
Safety 26-36/37/39 Risk Codes 36/38
Molecular Structure Molecular Structure of 6456-74-2 (tert-Butyl glycinate) Hazard Symbols R36/38:Irritating to eyes and skin.;
Synonyms

Glycine,tert-butyl ester (6CI,7CI,8CI);1,1-Dimethylethyl glycinate;Aminoacetic acidtert-butyl ester;Aminoacetic acid tert-butyl ester;[(tert-Butoxycarbonyl)methyl]amine;tert-Butyl 2-aminoacetate;tert-Butylaminoacetate;tert-Butyl glycinate;

Article Data 47

tert-Butyl glycinate Synthetic route

16881-32-6

tert-butyl N-(benzyloxycarbonyl)glycinate

6456-74-2

Glycine tert-butyl ester

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol92%
With hydrogen; palladium on activated charcoal In ethanol
With hydrogen; palladium on activated charcoal In methanol
5292-43-3

bromoacetic acid tert-butyl ester

6456-74-2

Glycine tert-butyl ester

Conditions
ConditionsYield
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
35661-42-8

N-(9-fluorenylmethoxycarbonyl)glycine tert-butyl ester

6456-74-2

Glycine tert-butyl ester

Conditions
ConditionsYield
With triethylamine; 1-butyl-3-methylimidazolium Tetrafluoroborate In neat (no solvent) at 25℃; Green chemistry;82%
819050-60-7

(2,2,2-trichloro-ethoxycarbonylamino)-acetic acid tert-butyl ester

6456-74-2

Glycine tert-butyl ester

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; zinc In ethyl acetate for 6h;57%
1634-04-4

tert-butyl methyl ether

56-40-6

glycine

6456-74-2

Glycine tert-butyl ester

Conditions
ConditionsYield
With sulfuric acid at 25℃; for 2h; Molecular sieve; chemoselective reaction;51%
1245735-65-2

Fms-Gly-OtBu

6456-74-2

Glycine tert-butyl ester

Conditions
ConditionsYield
With piperidine In N,N-dimethyl-formamide at 25℃; for 0.166667h;
81477-94-3

N-(diphenylmethylene)glycine tert-butyl ester

A

119-61-9

benzophenone

B

6456-74-2

Glycine tert-butyl ester

Conditions
ConditionsYield
With cesiumhydroxide monohydrate In dichloromethane; toluene
81477-94-3

N-(diphenylmethylene)glycine tert-butyl ester

6456-74-2

Glycine tert-butyl ester

Conditions
ConditionsYield
With cycl-isopropylidene malonate; water In ethyl acetate at 20℃; for 8h;
6456-74-2

Glycine tert-butyl ester

100-52-7

benzaldehyde

64923-12-2

tert-butyl N-benzylideneglycinate

Conditions
ConditionsYield
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℃;
6456-74-2

Glycine tert-butyl ester

72087-11-7

Z-Gly-L-Azy-Gly-OBzl

A

27375-61-7

N-carbobenzyloxy-glycyl-glycine tert-butyl ester

B

76314-24-4

(2S)-H-Azy-Gly-OBzl

Conditions
ConditionsYield
In dichloromethane for 24h; Ambient temperature;A 84.8%
B 100%

tert-Butyl glycinate Specification

The Glycine,1,1-dimethylethyl ester, with the CAS registry number 6456-74-2, has the systematic name of tert-butyl glycinate. It is a kind of air sensitive chemical, and belongs to the product categories of Miscellaneous and Telmisartan. And the molecular formula of the chemical is C6H13NO2.

The characteristics of Glycine,1,1-dimethylethyl ester are as followings: (1)ACD/LogP: 0.40; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.44; (4)ACD/LogD (pH 7.4): 0.12; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 20.53; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 29.54 ?2; (13)Index of Refraction: 1.434; (14)Molar Refractivity: 35.12 cm3; (15)Molar Volume: 134.7 cm3; (16)Polarizability: 13.92 10-24cm3; (17)Surface Tension: 31.6 dyne/cm; (18)Density: 0.973 g/cm3; (19)Flash Point: 20.7 °C; (20)Enthalpy of Vaporization: 38.27 kJ/mol; (21)Boiling Point: 145.7 °C at 760 mmHg; (22)Vapour Pressure: 4.8 mmHg at 25°C. 

Uses of Glycine,1,1-dimethylethyl ester: It can react with benzaldehyde to produce benzylidene t-butoxycarbonylmethylamine. This reaction will need reagent anhydrous magnesium sulfate, and the menstruum benzene. The reaction time is 0.5 hours with ambient temperature, and the yield is about 75%.   

You should be cautious while dealing with this chemical. It irritates to eyes and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.   

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(OC(C)(C)C)CN
(2)InChI: InChI=1/C6H13NO2/c1-6(2,3)9-5(8)4-7/h4,7H2,1-3H3
(3)InChIKey: SJMDMGHPMLKLHQ-UHFFFAOYAE

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