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L-allo-Isoleucine

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Name

L-allo-Isoleucine

EINECS 216-142-3
CAS No. 1509-34-8 Density 1.035 g/cm3
PSA 63.32000 LogP 1.14470
Solubility 28.18g/L(20 oC) Melting Point ~285 °C
Formula C6H13NO2 Boiling Point 225.8 °C at 760 mmHg
Molecular Weight 131.175 Flash Point 90.3 °C
Transport Information N/A Appearance N/A
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 1509-34-8 (L-ALLO-ISOLEUCINE) Hazard Symbols IrritantXi
Synonyms

Alloisoleucine(6CI);Alloisoleucine, L- (8CI);(3R)-LS-Isoleucine;Pentanoic acid,2-amino-3-methyl-, [S-(R*,S*)]-;[S-(R*,S*)]-2-Amino-3-methylpentanoic acid;allo-Isoleucine;NSC 206282;Allo-L-Isoleucine;L(+)-Alloisoleucine;L-Isoleucine, allo-;L-Isoleucine, threo-;L-Norvaline,3-methyl-, threo-;

Article Data 81

L-allo-Isoleucine Synthetic route

249553-80-8

(2S,3R)-(+)-2-Amino-3-methylpent-4-enoic acid

1509-34-8

D-allo-isoleucine

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide In water at 20℃; for 15h; Catalytic hydrogenation;98%
287970-48-3

N-[(2S,3R)-2-amino-3-methylpentanoyl]-(1R,2S)-bornane-2,10-sultam

1509-34-8

D-allo-isoleucine

Conditions
ConditionsYield
With lithium hydroxide Substitution;92%
Conditions
ConditionsYield
With C13H15NO5V(1-)*C16H36N(1+) In ethanol; waterA 32%
B n/a
With C13H15NO5V(1-)*C16H36N(1+) In ethanol; waterA n/a
B 22%
94318-70-4

(2R,3R)-2-bromo-3-methylpentanoic acid

1509-34-8

D-allo-isoleucine

Conditions
ConditionsYield
bei der Ueberfuehrung in das (Carboxymetyl)-amid, folgenden Aminierung und Hydrolyse;
911438-83-0

N-formyl-L-alloisoleucine

1509-34-8

D-allo-isoleucine

Conditions
ConditionsYield
With hydrogen bromide
3107-04-8

DL-alloisoleucine

A

1509-34-8

D-allo-isoleucine

B

1509-35-9

D-alloisoleucine

2627-86-3

(S)-1-phenyl-ethylamine

2-methyl-4-sec-butylidene-5-oxazolone

A

1509-34-8

D-allo-isoleucine

B

73-32-5

L-isoleucine

C

319-78-8

D-Isoleucine

D

1509-35-9

D-alloisoleucine

Conditions
ConditionsYield
Product distribution; Rate constant; multistep reaction;
106749-12-6

(2S,3R)-2-Azido-3-methyl-pentanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester

A

1509-34-8

D-allo-isoleucine

B

73-32-5

L-isoleucine

C

319-78-8

D-Isoleucine

D

1509-35-9

D-alloisoleucine

Conditions
ConditionsYield
With titanium tetrakis(benzyl alkoxide); hydrogen; Pd-BaSO4 1.) benzyl alcohol, 130 gradC 2.) EtOH, EtOAc, 1 atm, r.t.; Yield given. Multistep reaction. Title compound not separated from byproducts;
21582-41-2

(-)(2S:3R)-2-bromo-3-methyl-valeric acid

ammonium hydroxide

1509-34-8

D-allo-isoleucine

Conditions
ConditionsYield
at 37℃;
16958-25-1

(R)-3-methylpentanoic acid

1509-34-8

D-allo-isoleucine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 83 percent / SOCl2
2.1: 82 percent / NaH
3.1: NaH(TMS)2 / tetrahydrofuran / 1 h / -78 °C
3.2: 80 percent / 1-chloro-1-nitrosocyclohexane / tetrahydrofuran / 1 h / -78 °C
4.1: 77 percent / Zn powder; aq. HCl / acetic acid / 48 h / 0 °C
5.1: 92 percent / LiOH
View Scheme

L-allo-Isoleucine Specification

The L-allo-Isoleucine, with the CAS registry number 1509-34-8, is also known as L-allo-Isoleucine. It belongs to the product category of Amino Acids. Its EINECS registry number is 216-142-3. This chemical's molecular formula is C6H13NO2 and molecular weight is 131.17. What's more, its IUPAC name is called 2-Amino-3-methylpentanoic acid. It can be used in biochemical research.

Physical properties about L-allo-Isoleucine are: (1)ACD/LogP: 0.73; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.77; (4)ACD/LogD (pH 7.4): -1.77; (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: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 29.54 Å2; (13)Index of Refraction: 1.462; (14)Molar Refractivity: 34.86 cm3; (15)Molar Volume: 126.6 cm3; (16)Surface Tension: 39 dyne/cm; (17)Density: 1.035 g/cm3; (18)Flash Point: 90.3 °C; (19)Enthalpy of Vaporization: 50.93 kJ/mol; (20)Boiling Point: 225.8 °C at 760 mmHg; (21)Vapour Pressure: 0.0309 mmHg at 25°C; (22)Melting Point: 285 °C.

When you are dealing with this chemical, you should be very careful. This chemical is irritating to eyes, respiratory system, skin and may cause inflammation to the skin or other mucous membranes. Therefore, you should wear suitable protective clothing. And in case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(O)[C@H](N)[C@H](C)CC
(2) InChI: InChI=1/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m1/s1
(3) InChIKey: AGPKZVBTJJNPAG-RFZPGFLSBP

The toxicity data is as follows:
 

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intraperitoneal 6954mg/kg (6954mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA Archives of Biochemistry and Biophysics. Vol. 58, Pg. 253, 1955.
 

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