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N-Benzyloxycarbonyl-L-asparagine

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Name

N-Benzyloxycarbonyl-L-asparagine

EINECS 218-969-5
CAS No. 2304-96-3 Density 1.355 g/cm3
PSA 118.72000 LogP 1.33260
Solubility N/A Melting Point 160-165 °C
Formula C12H14N2O5 Boiling Point 580.6 °C at 760 mmHg
Molecular Weight 266.254 Flash Point 304.9 °C
Transport Information N/A Appearance white to light yellow crystal powder
Safety 24/25-36-26 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 2304-96-3 (N-Benzyloxycarbonyl-L-asparagine) Hazard Symbols IrritantXi,HarmfulXn
Synonyms

Z-Asn-OH;Asparagine,N2-carboxy-, N-benzyl ester (6CI,7CI);Asparagine, N2-carboxy-, N2-benzylester, L- (8CI);Carbobenzoxy-L-asparagine;N2-(Benzyloxycarbonyl)-L-asparagine;NSC 59837;NSC 88498;

Article Data 33

N-Benzyloxycarbonyl-L-asparagine Synthetic route

25456-85-3

(S)-N-benzyloxycarbonylaspargine t-butyl ester

2304-96-3

N-benzyloxycarbonyl-L-asparagine

Conditions
ConditionsYield
With triethylsilane; trifluoroacetic acid In dichloromethane for 0.583333h; Ambient temperature;98%
70-47-3

L-asparagine

dimethylsulfonium methyl sulfate

2304-96-3

N-benzyloxycarbonyl-L-asparagine

Conditions
ConditionsYield
With triethylamine In water Ambient temperature;95%
70-47-3

L-asparagine

501-53-1

benzyl chloroformate

2304-96-3

N-benzyloxycarbonyl-L-asparagine

Conditions
ConditionsYield
With sodium carbonate In water85%
With sodium carbonate In 1,4-dioxane; water at 20℃; Substitution;84%
With sodium carbonate In 1,4-dioxane at 0 - 20℃; Inert atmosphere;84%

(S)-2-Benzyloxycarbonylamino-succinamic acid 3-methyl-but-2-enyl ester

2304-96-3

N-benzyloxycarbonyl-L-asparagine

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20℃;83%
160348-01-6

N-benzyloxycarbonyl-D,L-asparagine methyl ester

A

2304-96-3

N-benzyloxycarbonyl-L-asparagine

B

160348-02-7

N-benzyloxycarbonyl-D-asparagine methyl ester

Conditions
ConditionsYield
With sodium hydroxide; Alcalase 2.4L from Bacillus sp; sodium chloride In tetrahydrofuran; phosphate buffer for 16h; pH=6.5;A n/a
B 46%
With sodium hydroxide; Alcalase 2.4L from Bacillus sp; sodium chloride In tetrahydrofuran; phosphate buffer for 2.1h; pH=6.5;A 44%
B n/a
5241-58-7

L-Phenylalanine amide

C19H21N5O5*H(1+)

A

C7H9N3O*H(1+)

B

2304-96-3

N-benzyloxycarbonyl-L-asparagine

Conditions
ConditionsYield
With sodium chloride; calcium chloride; papain In N,N-dimethyl-formamide at 25℃; for 0.416667h; pH=8; aq. buffer; Enzymatic reaction;A n/a
B 30.2%
C 6.1%
70-47-3

L-asparagine

2304-96-3

N-benzyloxycarbonyl-L-asparagine

Conditions
ConditionsYield
With sodium hydrogencarbonate; benzyl chloroformate
3479-47-8

Z-Asp(OBzl)-OH

2304-96-3

N-benzyloxycarbonyl-L-asparagine

Conditions
ConditionsYield
With ammonia
29880-22-6

N-benzyloxy-carbonyl-DL-asparagine

2304-96-3

N-benzyloxycarbonyl-L-asparagine

Conditions
ConditionsYield
With Cinchonin
Multi-step reaction with 2 steps
1: 91 percent / SOCl2 / 0.25 h / 0 °C
2: 44 percent / Alcalase 2.4L from Bacillus sp.; NaCl; NaOH / aq. phosphate buffer; tetrahydrofuran / 2.1 h / pH 6.5
View Scheme
3160-47-2

N-(benzyloxycarbonyl)-L-aspartic acid 4-methyl ester

2304-96-3

N-benzyloxycarbonyl-L-asparagine

Conditions
ConditionsYield
With ammonia

N-Benzyloxycarbonyl-L-asparagine Specification

The N-Benzyloxycarbonyl-L-asparagine, with the CAS registry number 2304-96-3, is also known as Carbobenzoxy-L-asparagine. It belongs to the product categories of Chiral; Amino Acid Derivatives; Protected Amino Acid & Peptides; Asparagine [Asn, N]; Z-Amino Acids and Derivatives; Amino Acids; Amino Acids (N-Protected); Biochemistry; Cbz-Amino Acids; Chiral Compounds; Z-Amino Acid Series. Its EINECS registry number is 218-969-5. This chemical's molecular formula is C12H14N2O5 and molecular weight is 266.25. Its IUPAC name is called 4-amino-4-oxo-2-(phenylmethoxycarbonylamino)butanoic acid. This chemical is white to light yellow crystal powder. The product should be sealed and stored in cool, dry place.

Physical properties of N-Benzyloxycarbonyl-L-asparagine: (1)ACD/LogP: 0.89; (2)ACD/LogD (pH 5.5): -1.3; (3)ACD/LogD (pH 7.4): -2.7; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 7; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 7; (11)Index of Refraction: 1.573; (12)Molar Refractivity: 64.79 cm3; (13)Molar Volume: 196.3 cm3; (14)Surface Tension: 61 dyne/cm; (15)Density: 1.355 g/cm3; (16)Flash Point: 304.9 °C; (17)Enthalpy of Vaporization: 91.34 kJ/mol; (18)Boiling Point: 580.6 °C at 760 mmHg; (19)Vapour Pressure: 2.54E-14 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing. Finally, you must avoid contacting it with skin and eyes.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC(CC(=O)N)C(=O)O
(2)InChI: InChI=1S/C12H14N2O5/c13-10(15)6-9(11(16)17)14-12(18)19-7-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H2,13,15)(H,14,18)(H,16,17)
(3)InChIKey: FUCKRCGERFLLHP-UHFFFAOYSA-N

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