CAS No.1676-73-9,gamma-Benzyl L-glutamate Suppliers

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Basic Information

Molecular Structure:
CAS No.:	1676-73-9
Name:	gamma-Benzyl L-glutamate
Article Data:	62

Formula:	C₁₂H₁₅NO₄
Molecular Weight:	237.255
Synonyms:	Glutamicacid, 5-benzyl ester, L- (6CI,8CI);5-Benzyl L-glutamate;Glutamic acid g-benzyl ester;L-Glutamicacid g-benzyl ester;NSC 9969;g-Benzyl glutamate;L-Glutamic acid γ-be;H-Glu(OBzl)-OH;
EINECS:	216-826-1
Density:	1.245 g/cm₃
Melting Point:	181-182 °C(lit.)
Boiling Point:	426.1 °C at 760 mmHg
Flash Point:	211.5 °C
Appearance:	white powder
Safety:	22-24/25
PSA:	89.62000
LogP:	1.62220

Synthetic route

: 23506-06-1
Z(OMe)-Glu(OBzl)-OH

: 1676-73-9
L-glutamic acid γ-benzyl ester

Conditions

Conditions	Yield
With methanesulfonic acid; 3-methyl-phenol In dichloromethane at 25℃; for 0.5h;	100%

: 56-86-0
L-glutamic acid

: 100-51-6
benzyl alcohol

A: 1676-73-9
L-glutamic acid γ-benzyl ester

B: 13030-09-6
1-benzyl L-glutamate

Conditions

Conditions	Yield
With copper dichloride at 60℃; for 2h; Catalytic behavior; Mechanism; Reagent/catalyst; Solvent; Temperature;	A 95.31% B n/a

...Expand

: 56-86-0
L-glutamic acid

: 100-51-6
benzyl alcohol

: 1676-73-9
L-glutamic acid γ-benzyl ester

Conditions

Conditions	Yield
With tetrafluoroboric acid diethyl ether; sodium sulfate for 15h; Ambient temperature;	94%
With tetrafluoroboric acid diethyl ether; sodium sulfate at 20℃; for 12h; Inert atmosphere;	80%
Stage #1: L-glutamic acid; benzyl alcohol With methanesulfonic acid In toluene at 30 - 45℃; for 6h; Stage #2: With ammonia In ethanol; water at 60℃; for 2h; pH=6.5 - 7;	77%

: 2768-50-5
dibenzyl L-glutamate

: 1676-73-9
L-glutamic acid γ-benzyl ester

Conditions

Conditions	Yield
With water In acetone at 37℃; for 4h; Alcalase, pH 8.2;	85%
In ethanol; water at 25℃; for 3h; pronase (E C 3.4.24.4.), pH 7.2;	72%
(i) TsOH, (ii) CuSO4*5H2O, aq. NaOH, EtOH, Na2H2edta; Multistep reaction;

: Copper(II); (S)-2-amino-4-benzyloxycarbonyl-butyrate

: 1676-73-9
L-glutamic acid γ-benzyl ester

Conditions

Conditions	Yield
With sodium sulfide In water at 25 - 30℃; for 0.166667h;	84%

: γ-benzyl L-glutamate methanesulphonate

: 1676-73-9
L-glutamic acid γ-benzyl ester

Conditions

Conditions	Yield
With ammonia In water at 13 - 15℃; for 2h; pH=5.9 - 6.3;	81%

: 56-86-0
L-glutamic acid

: 100-39-0
benzyl bromide

: 1676-73-9
L-glutamic acid γ-benzyl ester

Conditions

Conditions	Yield
With copper	70%
Yield given. Multistep reaction;

Oδ-Bzl-L-Glu/copper complex: Oδ-Bzl-L-Glu/copper complex

: 1676-73-9
L-glutamic acid γ-benzyl ester

Conditions

Conditions	Yield
With N,N-Dibutyl-N'-(benzoyl)thioharnstoff In ethanol for 2h; Heating;	60%

: 56-86-0
L-glutamic acid

: 104-15-4
toluene-4-sulfonic acid

: 100-51-6
benzyl alcohol

: 1676-73-9
L-glutamic acid γ-benzyl ester

Conditions

Conditions	Yield
at 120℃; under 2 Torr;

...Expand

: 56-86-0
L-glutamic acid

: 98-11-3
benzenesulfonic acid

: 100-51-6
benzyl alcohol

: 1676-73-9
L-glutamic acid γ-benzyl ester

Conditions

Conditions	Yield
at 100 - 105℃;

...Expand

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Specification

The IUPAC name of gamma-Benzyl L-glutamate is 2-amino-5-oxo-5-phenylmethoxypentanoic acid . With the CAS registry number 1676-73-9, it is also named as 5-Benzyl L-glutamate ; Glutamic acid gamma-benzyl ester ; L-Glutamic acid 5-benzyl ester ; L-Glutamic acid gamma-benzyl ester ; NSC 9969 ; Benzyl hydrogen gamma-L-glutamate ; Glutamic acid, 5-benzyl ester, L- (8CI) .

The gamma-Benzyl L-glutamate is white powder with slightly sweet flavor. It can be soluble in methanol , ethanol , ether , benzene , acetone , chloroform and ethyl acetate . The product must be stored at the temperature of 2-8 °C. The product's categories are Amino Acids Derivatives, API intermediates, Amino Acids and Glutamic acid [Glu, E]. It is toxic if swallowed. So people should not breathe dust and must avoid contact with skin and eyes.

This product can be used in medicine, food and organic synthesis. It can change to glycosaminoglycan which is the precursor of a mucin synthesis in the body, and can promote ulcer healing. It is mainly used for peptic ulcer drugs. In addition, the product can be used to improve brain function and for the treatment of alcoholism.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.56 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): -0.94 ; (4)ACD/LogD (pH 7.4): -0.95 ; (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): 1 ; (9)#H bond acceptors: 5 ; (10)#H bond donors: 3 ; (11)#Freely Rotating Bonds: 8 ; (12)Index of Refraction: 1.555 ; (13)Molar Refractivity: 61.16 cm³ ; (14)Molar Volume: 190.4 cm³ ; (15)Polarizability: 24.24×10^-24 cm³ ; (16)Surface Tension: 53.8 dyne/cm ; (17)Enthalpy of Vaporization: 71.78 kJ/mol ; (18)Vapour Pressure: 5.08E-08 mmHg at 25°C ; (19)Rotatable Bond Count: 7 ; (20)Exact Mass: 237.100108 ; (21)MonoIsotopic Mass: 237.100108 ; (22)Topological Polar Surface Area: 89.6 ; (23)Heavy Atom Count: 17.

People can use the following data to convert to the molecule structure. SMILES: O=C(O)[C@@H](N)CCC(=O)OCc1ccccc1; InChI: InChI=1/C12H15NO4/c13-10(12(15)16)6-7-11(14)17-8-9-4-2-1-3-5-9/h1-5,10H,6-8,13H2,(H,15,16)/t10-/m0/s1.