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D-Valine

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Name

D-Valine

EINECS 211-368-9
CAS No. 640-68-6 Density 1.063 g/cm3
PSA 63.32000 LogP 0.75460
Solubility 56 g/L (20 °C ) Melting Point >295 °C (subl.)(lit.)
Formula C5H11NO2 Boiling Point 213.6 °C at 760 mmHg
Molecular Weight 117.148 Flash Point 83 °C
Transport Information N/A Appearance white to off-white crystalline powder
Safety 22-24/25-36-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 640-68-6 (D-Valine) Hazard Symbols IrritantXi
Synonyms

H-D-Val-OH;D-Valin;Valine, D-;(2R)-2-amino-3-methyl-butanoic acid;(2R)-2-amino-3-methylbutanoic acid;(R)-2-Amino-3-methylbutyric acid;(R)-Valine;(R)-2-Amino-3-methylbutanoic acid;-Valine;

Article Data 124

D-Valine Synthetic route

40224-49-5

(R)-2-azido-3-methylbutanoic acid

640-68-6

D-Val-OH

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In water; acetic acid under 760 Torr; for 3h;99%
52-67-5

3,3-dimethyl-D-cysteine

640-68-6

D-Val-OH

Conditions
ConditionsYield
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; triethyl phosphite In aq. phosphate buffer; acetonitrile at 20℃; for 0.5h; pH=6.5; Irradiation;96%
6070-59-3

tert-butyl 2-amino-3-methylbutanoate

640-68-6

D-Val-OH

Conditions
ConditionsYield
95%

[3aS-[1(S*),3aα,6α,7aβ]]-1-[(2-amino-3-methyl-1-oxo)butyl]hexahydro-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole-2,2-dioxide monohydrochloride

640-68-6

D-Val-OH

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran at 20℃; for 3h; Hydrolysis;88%
98575-68-9

(R)-N-benzylvaline

640-68-6

D-Val-OH

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In acetic acid for 24h;83%
129243-87-4

4-<(2R,5S)-2,5-Dihydro-2-isopropyl-3,6-dimethoxy-5-pyrazinyl>butylamine

A

640-68-6

D-Val-OH

B

657-27-2, 10098-89-2

L-Lysine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 70℃;A n/a
B 80%
With hydrogenchloride at 70℃;

(R)-5-isopropyl-2,2,3-trimethylimidazolidin-4-one

640-68-6

D-Val-OH

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In water; toluene at 105℃; for 42h;64%

(R)-3-Methyl-2-(2-oxo-4-phenyl-oxazolidin-3-yl)-butyric acid

640-68-6

D-Val-OH

Conditions
ConditionsYield
With ammonia; lithium In tetrahydrofuran; tert-butyl alcohol at -78℃; for 0.5h;62%
206068-46-4

(R)-3-Methyl-2-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-butyric acid

640-68-6

D-Val-OH

Conditions
ConditionsYield
With ammonia; lithium In tetrahydrofuran; tert-butyl alcohol at -78℃; for 0.5h; Birch reduction;62%
759-05-7

3-methyl-2-ketobutanoic acid

640-68-6

D-Val-OH

Conditions
ConditionsYield
With D-Alanine; meso-diaminopimelate dehydrogenase; pyridoxal 5'-phosphate; alcohol dehydrogenases from Bacillus stearothermophilus; alcohol dehydrogenases from Thermoanaerobacter brockii; NADH In isopropyl alcohol at 35℃; for 9h; pH=8; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;55.6%
With D-glucose; Bacillus subtilis glucose dehydrogenase; Symbiobacterium thermophilum meso-Diaminopimelate dehydrogenase W121L/H227I mutant; NADP; ammonium chloride In aq. buffer at 37℃; for 24h; pH=8.5; Kinetics; Reagent/catalyst; Enzymatic reaction;52%
With D-amino acid transaminase; D-Alanine; R-selective ω-transaminase from Arthrobacter sp; (3-hydroxy-5-hydroxymethyl)-2-methylisonicotinic acid 5-phosphate; isopropylamine In aq. phosphate buffer for 7h; pH=7;n/a
With D-Glucose; Bacillus megaterium glucose dehydrogenase; ammonia; Symbiobacterium thermophilum mesodiaminopimelate dehydrogenase Enzymatic reaction;n/a

D-Valine Consensus Reports

Reported in EPA TSCA Inventory.

D-Valine Specification

The D-Valine is an organic compound with the formula C5H11NO. The IUPAC name of this chemical is (2R)-2-amino-3-methylbutanoic acid. With the CAS registry number 640-68-6, it is also named as D-2-Aminoisovaleric acid. The product's categories are Amino Acids Derivatives; Amino Acids Series; Valine [Val, V]; Amino Acids and Derivatives; alpha-Amino Acids; Amino Acids; Biochemistry; Amino Acids and Derivatives. Besides, it is a white to off-white crystalline powder, which can be used as raw materials and intermediates for drug, it is also used in the synthesis of low-amphibolite sweetener. It is mainly applied in chiral medicine, chiral additive, helping the medicinal preparation and so on. It uses as chrial source of chiral synthesis in drugs manufacuture.

Physical properties about D-Valine are: (1)ACD/LogP: 0.20; (2)ACD/LogD (pH 5.5): -2.3; (3)ACD/LogD (pH 7.4): -2.3; (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: 3; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 29.54 Å2; (12)Index of Refraction: 1.461; (13)Molar Refractivity: 30.23 cm3; (14)Molar Volume: 110.1 cm3; (15)Polarizability: 11.98×10-24cm3; (16)Surface Tension: 39.8 dyne/cm; (17)Density: 1.063 g/cm3; (18)Flash Point: 83 °C; (19)Enthalpy of Vaporization: 49.58 kJ/mol; (20)Boiling Point: 213.6 °C at 760 mmHg; (21)Vapour Pressure: 0.0633 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, do not breathe dust and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)[C@H](N)C(C)C
(2)InChI: InChI=1/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m1/s1
(3)InChIKey: KZSNJWFQEVHDMF-SCSAIBSYBL
(4)Std. InChI: InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m1/s1
(5)Std. InChIKey: KZSNJWFQEVHDMF-SCSAIBSYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intraperitoneal 6093mg/kg (6093mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Archives of Biochemistry and Biophysics. Vol. 64, Pg. 319, 1956.

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