Product Name

  • Name

    D-Valine

  • EINECS 211-368-9
  • CAS No. 640-68-6
  • Article Data124
  • CAS DataBase
  • Density 1.063 g/cm3
  • 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
  • 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;
  • PSA 63.32000
  • LogP 0.75460

Synthetic route

(R)-2-azido-3-methylbutanoic acid
40224-49-5

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

D-Val-OH
640-68-6

D-Val-OH

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

3,3-dimethyl-D-cysteine

D-Val-OH
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%
tert-butyl 2-amino-3-methylbutanoate
6070-59-3

tert-butyl 2-amino-3-methylbutanoate

D-Val-OH
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

[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

D-Val-OH
640-68-6

D-Val-OH

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

(R)-N-benzylvaline

D-Val-OH
640-68-6

D-Val-OH

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In acetic acid for 24h;83%
4-<(2R,5S)-2,5-Dihydro-2-isopropyl-3,6-dimethoxy-5-pyrazinyl>butylamine
129243-87-4

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

A

D-Val-OH
640-68-6

D-Val-OH

B

L-Lysine hydrochloride
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

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

D-Val-OH
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

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

D-Val-OH
640-68-6

D-Val-OH

Conditions
ConditionsYield
With ammonia; lithium In tetrahydrofuran; tert-butyl alcohol at -78℃; for 0.5h;62%
(R)-3-Methyl-2-((R)-2-oxo-4-phenyl-oxazolidin-3-yl)-butyric acid
206068-46-4

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

D-Val-OH
640-68-6

D-Val-OH

Conditions
ConditionsYield
With ammonia; lithium In tetrahydrofuran; tert-butyl alcohol at -78℃; for 0.5h; Birch reduction;62%
3-methyl-2-ketobutanoic acid
759-05-7

3-methyl-2-ketobutanoic acid

D-Val-OH
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
3,3-dimethyl-D-cysteine
52-67-5

3,3-dimethyl-D-cysteine

A

D-Val-OH
640-68-6

D-Val-OH

B

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
nickel In water for 1h; Product distribution; Ambient temperature; further amounts of catalyst;A 45%
B n/a
(-)-1-<(1-cyano-2-methylpropyl)amino>-2R-methyl-5R-(1-methylethenyl)-cyclohexane-1R,3R-dicarbonitrile
155385-84-5

(-)-1-<(1-cyano-2-methylpropyl)amino>-2R-methyl-5R-(1-methylethenyl)-cyclohexane-1R,3R-dicarbonitrile

D-Val-OH
640-68-6

D-Val-OH

Conditions
ConditionsYield
With hydrogenchloride at 110℃; for 12h;23%
N-((1R)-1-{[(2,2-dimethoxyethyl)amino]carbonyl}-2-methylpropyl)-N-[(1S)-1-phenylethyl]benzamide

N-((1R)-1-{[(2,2-dimethoxyethyl)amino]carbonyl}-2-methylpropyl)-N-[(1S)-1-phenylethyl]benzamide

D-Val-OH
640-68-6

D-Val-OH

Conditions
ConditionsYield
With hydrogenchloride for 6h; Heating;11%
D,L-valine
516-06-3

D,L-valine

D-Val-OH
640-68-6

D-Val-OH

Conditions
ConditionsYield
durch Vergaerung mit Hefe unter Zusatz von Zucker;
mit Hilfe eines Enzym-Praeparats aus Crotalus adamanteus;
crystallization with L-Phe (1:2 ratio) from water-ethanol (pH 5-6) at 0 deg C;
Conditions
ConditionsYield
With brucine anschliessend Hydrolyse des erhaltenen Formyl-l-valins mit 10prozentiger Bromwasserstoffsaeure;
N-chloroacetyl-D-valine
53518-63-1

N-chloroacetyl-D-valine

D-Val-OH
640-68-6

D-Val-OH

Conditions
ConditionsYield
With hydrogenchloride Hydrolysis;
In water at 37℃; for 0.166667h; Rate constant; D-aminocyclase from Alcaligenes denitrificans DA181, pH 7.8, bovine serum albumin;
2-iodo-propane
75-30-9

2-iodo-propane

Glycine tert-butyl ester
6456-74-2

Glycine tert-butyl ester

A

D-Val-OH
640-68-6

D-Val-OH

B

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
(R)-2-Amino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-methyl-butan-1-one

(R)-2-Amino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-methyl-butan-1-one

D-Val-OH
640-68-6

D-Val-OH

Conditions
ConditionsYield
With lithium hydroxide; ion exchange 1.) THF; Yield given. Multistep reaction;
(3R,6R)-2,5-diethoxy-6-isopropyl-3-<1'-13C>-carboxymethyl-3-methyl-6-hydropyrazine
133444-95-8

(3R,6R)-2,5-diethoxy-6-isopropyl-3-<1'-13C>-carboxymethyl-3-methyl-6-hydropyrazine

A

D-Val-OH
640-68-6

D-Val-OH

B

(2R)-<1-13C>-2-amino-2-methylmalonic acid
129145-03-5

(2R)-<1-13C>-2-amino-2-methylmalonic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide 1) CH3CN, RT, 18h, 2) 70 deg C, 15 min; Multistep reaction;
δ-(L-α-aminoadipoyl)-L-serine-D-valine
74784-08-0, 133444-29-8

δ-(L-α-aminoadipoyl)-L-serine-D-valine

A

D-Val-OH
640-68-6

D-Val-OH

B

L-serin
56-45-1

L-serin

C

L-homoglutamic acid
1118-90-7

L-homoglutamic acid

Conditions
ConditionsYield
With hydrogenchloride at 110℃; for 21h; Product distribution;
(R)-3-Methyl-2-((S)-1-phenyl-ethylamino)-butyric acid
42454-74-0

(R)-3-Methyl-2-((S)-1-phenyl-ethylamino)-butyric acid

D-Val-OH
640-68-6

D-Val-OH

Conditions
ConditionsYield
With palladium hydroxide - carbon for 24h; Yield given;
D,L-valine
516-06-3

D,L-valine

(S)-2-{(N-benzyl-2-pyrrolidinyl)carbonylamino}benzaldehyde
82704-14-1

(S)-2-{(N-benzyl-2-pyrrolidinyl)carbonylamino}benzaldehyde

A

D-Val-OH
640-68-6

D-Val-OH

B

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With hydrogenchloride; sodium methylate; nickel(II) nitrate Product distribution; 1.) MeOH, 40 deg C, 24 h, 2.) reflux;
D,L-valine
516-06-3

D,L-valine

A

D-Val-OH
640-68-6

D-Val-OH

B

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
resolution of underivatized amino acids enantiomers by liquid chromatography using a chiral eluant Cu(L-Pro)2 and a reversed-phase column; other chiral eluants, pH dependence;
(2S,5S)-N-<(S)-N-bis(methylthio)methylenevalyl>-2,5-bis(methoxymethoxymethyl)pyrrolidine
108437-93-0

(2S,5S)-N-<(S)-N-bis(methylthio)methylenevalyl>-2,5-bis(methoxymethoxymethyl)pyrrolidine

A

D-Val-OH
640-68-6

D-Val-OH

B

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With hydrogenchloride for 4h; Heating; Yield given;
(R)-2-[((R)-Carboxy-phenyl-methyl)-amino]-3-methyl-butyric acid
112496-42-1

(R)-2-[((R)-Carboxy-phenyl-methyl)-amino]-3-methyl-butyric acid

D-Val-OH
640-68-6

D-Val-OH

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal
(S)-2-<(R)-2-hydroxy-1-phenylethylamino>-3-methylbutanoic acid
145058-01-1

(S)-2-<(R)-2-hydroxy-1-phenylethylamino>-3-methylbutanoic acid

A

D-Val-OH
640-68-6

D-Val-OH

B

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With formic acid In methanol; water Ambient temperature; Yield given. Yields of byproduct given;
(2R,2'R)-N-(2'-amino-3'-methylbutanoyl)bornane-10,2-sultam hydrochloride
129568-82-7

(2R,2'R)-N-(2'-amino-3'-methylbutanoyl)bornane-10,2-sultam hydrochloride

D-Val-OH
640-68-6

D-Val-OH

Conditions
ConditionsYield
With lithium hydroxide; Amberlite IR-120 1) THF, room temperature, 2) H2O, room temperature, 15 h; Yield given. Multistep reaction;
(3S,6R)-2,5-dimethoxy-3-((2'R)-methoxypropionyl)-6-isopropyl-3,6-dihydropyrazine

(3S,6R)-2,5-dimethoxy-3-((2'R)-methoxypropionyl)-6-isopropyl-3,6-dihydropyrazine

A

D-Val-OH
640-68-6

D-Val-OH

B

(2S,3S)-3-methylaspartic acid
6061-13-8

(2S,3S)-3-methylaspartic acid

C

erythro-β-methyl-L-aspartate
7298-96-6

erythro-β-methyl-L-aspartate

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide 1.) acetonitrile, RT, 12 h, 2.) acetonitrile, 70 deg C, 15 min; Yield given. Multistep reaction. Title compound not separated from byproducts;
glycine
56-40-6

glycine

isopropyl bromide
75-26-3

isopropyl bromide

A

D-Val-OH
640-68-6

D-Val-OH

B

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given;
With hydrogenchloride; sodium hydroxide; S-2-N-(N'-benzylprolyl)aminibenzophenone; sodium methylate 1.) methanol, 2.) DMF, 20 deg C, 30 min, 3.) methanol, reflux; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
ethanol
64-17-5

ethanol

D-Val-OH
640-68-6

D-Val-OH

(R)-(-)-valine ethyl ester hydrochloride

(R)-(-)-valine ethyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride for 4h; Heating;100%
With thionyl chloride
With thionyl chloride at 20℃;
nicotinic acid
59-67-6

nicotinic acid

D-Val-OH
640-68-6

D-Val-OH

(R)-1-carboxy-2-methylpropan-1-aminium nicotinate

(R)-1-carboxy-2-methylpropan-1-aminium nicotinate

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 3.3 - 3.9; Cooling with ice;100%
D-Val-OH
640-68-6

D-Val-OH

benzaldehyde
100-52-7

benzaldehyde

C12H15NO2

C12H15NO2

Conditions
ConditionsYield
In toluene for 4h; Reflux;99.8%
D-Val-OH
640-68-6

D-Val-OH

(R)-2-Hydroxy-3-methylbutyric acid
17407-56-6

(R)-2-Hydroxy-3-methylbutyric acid

Conditions
ConditionsYield
With sulfuric acid; water; sodium nitrite at 60℃; Flow reactor;99%
With sulfuric acid; sodium nitrite In water at 60℃; under 5171.62 Torr; Inert atmosphere;80%
With sulfuric acid; sodium nitrite In water at 0 - 20℃; for 12h;65%
D-Val-OH
640-68-6

D-Val-OH

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Boc-D-Val-OH
22838-58-0

Boc-D-Val-OH

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water for 16h; Reflux;99%
With sodium hydrogencarbonate In water94%
With sodium hydroxide In tetrahydrofuran; water for 2h;92%
D-Val-OH
640-68-6

D-Val-OH

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

D-valine N-carboxy anhydride
43089-05-0

D-valine N-carboxy anhydride

Conditions
ConditionsYield
In tetrahydrofuran at 45 - 50℃;99%
D-Val-OH
640-68-6

D-Val-OH

3-chloro-4-fluoro benzotrifluoride
78068-85-6

3-chloro-4-fluoro benzotrifluoride

2-(2-chloro-α,α,α-trifluoro-p-toluidino)-3-methylbutyric acid
76338-73-3

2-(2-chloro-α,α,α-trifluoro-p-toluidino)-3-methylbutyric acid

Conditions
ConditionsYield
With potassium carbonate99%
D-Val-OH
640-68-6

D-Val-OH

3-carbamoyl-1-(2,4-dinitrophenyl)pyridinium chloride
53406-00-1

3-carbamoyl-1-(2,4-dinitrophenyl)pyridinium chloride

C11H15N2O3(1+)

C11H15N2O3(1+)

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; for 24h;98.5%
methanol
67-56-1

methanol

D-Val-OH
640-68-6

D-Val-OH

D-Valine methyl ester hydrochloride
7146-15-8

D-Valine methyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride 1.) -15 deg C, 40 min, 2.) 40 deg C, 2 h;98%
With thionyl chloride at 20℃;96%
With thionyl chloride at 20℃; Inert atmosphere;94%
n-dodecanoyl chloride
112-16-3

n-dodecanoyl chloride

D-Val-OH
640-68-6

D-Val-OH

N-lauroyl-D-valine
14379-29-4

N-lauroyl-D-valine

Conditions
ConditionsYield
Stage #1: D-Val-OH With pyridine; chloro-trimethyl-silane In dichloromethane for 1.16667h;
Stage #2: n-dodecanoyl chloride In dichloromethane at 0 - 20℃; for 1.83333h; Enzymatic reaction;
98%
Stage #1: n-dodecanoyl chloride; D-Val-OH With sodium hydroxide In water; acetone at 0 - 5℃;
Stage #2: With hydrogenchloride In water; acetone pH=1;
D-Val-OH
640-68-6

D-Val-OH

Λ-[Ir(2-phenylquinoline)2(MeCN)2](PF6)

Λ-[Ir(2-phenylquinoline)2(MeCN)2](PF6)

Δ-[Ir(pq)2(D-val)]

Δ-[Ir(pq)2(D-val)]

Conditions
ConditionsYield
With sodium methylate In methanol at 20℃; for 12h; Darkness;98%
D-Val-OH
640-68-6

D-Val-OH

2,2,2-trifluoroethyl chloroformate
27746-99-2

2,2,2-trifluoroethyl chloroformate

N-(2,2,2-trifluoroethoxycarbonyl)-D-valine

N-(2,2,2-trifluoroethoxycarbonyl)-D-valine

Conditions
ConditionsYield
With sodium hydroxide In water; toluene at 5 - 10℃; for 1h; pH=12;97.3%
D-Val-OH
640-68-6

D-Val-OH

(1S,3E)-5-<(2,5-dioxo-1-pyrrolidinyl)oxy>-1-<(1R,2E)-1-methyl-3-phenyl-2-propenyl>-5-oxo-3-pentenyl-(2S)-<3-<<(1,1-dimethylethoxy)carbonyl>amino>-2,2-dimethyl-1-oxopropoxy>-4-methylpentanoate
188346-51-2

(1S,3E)-5-<(2,5-dioxo-1-pyrrolidinyl)oxy>-1-<(1R,2E)-1-methyl-3-phenyl-2-propenyl>-5-oxo-3-pentenyl-(2S)-<3-<<(1,1-dimethylethoxy)carbonyl>amino>-2,2-dimethyl-1-oxopropoxy>-4-methylpentanoate

N-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-D-valine
240428-49-3

N-<(1,1-dimethylethoxy)carbonyl>-2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-D-valine

Conditions
ConditionsYield
With N,O-bis-(trimethylsilyl)-acetamide In N,N-dimethyl-formamide at 55 - 60℃;96%
formaldehyd
50-00-0

formaldehyd

D-Val-OH
640-68-6

D-Val-OH

(R)-2-(N,N-dimethylamino)-3-methylbutanoic acid
899900-52-8

(R)-2-(N,N-dimethylamino)-3-methylbutanoic acid

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In water at 20℃; under 760.051 Torr; for 120h;96%
With hydrogen; palladium on activated charcoal In water at 20℃;
With 5%-palladium/activated carbon; hydrogen In water at 20℃; for 120h;
With sodium cyanoborohydride In water for 0.5h; Cooling with ice;
D-Val-OH
640-68-6

D-Val-OH

(fluorenylmethoxy)carbonyl chloride
28920-43-6

(fluorenylmethoxy)carbonyl chloride

N-(9-fluorenylmethoxycarbonyl)-D-valine
84624-17-9

N-(9-fluorenylmethoxycarbonyl)-D-valine

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane at 0 - 20℃;96%
With sodium carbonate In 1,4-dioxane; water at 0 - 20℃; for 1h; Inert atmosphere;
D-Val-OH
640-68-6

D-Val-OH

isopropyl alcohol
67-63-0

isopropyl alcohol

Val-O-iPr+ (Cl-)

Val-O-iPr+ (Cl-)

Conditions
ConditionsYield
With thionyl chloride at 0℃; Reflux;95%
With hydrogenchloride
With hydrogenchloride
[Pd(2-phenylpyridine-C(2),N')(μ-Cl)]2
135681-05-9, 20832-86-4

[Pd(2-phenylpyridine-C(2),N')(μ-Cl)]2

D-Val-OH
640-68-6

D-Val-OH

Pd(NC5H4C6H4)(NH2CH(CH(CH3)2)CO2)

Pd(NC5H4C6H4)(NH2CH(CH(CH3)2)CO2)

Conditions
ConditionsYield
With NaOMe In methanol N2-atmosphere; dropwise addn. of 1 equiv. NaOMe to aminoacid, gentle heating to dissoln., addn. of stoich. amt. Pd-complex, stirring for 14-18 h; centrifugation, solvent removal (vac.), extn. into DMF, solvent removal (vac.), washing (water), drying (vac., 60°C, 9 h); elem. anal.;95%
D-Val-OH
640-68-6

D-Val-OH

benzyl chloroformate
501-53-1

benzyl chloroformate

Z-D-proline
6404-31-5

Z-D-proline

Conditions
ConditionsYield
With sodium hydroxide at 0℃;95%
dichlorotricarbonylruthenium(II) dimer

dichlorotricarbonylruthenium(II) dimer

D-Val-OH
640-68-6

D-Val-OH

Ru(CO)3Cl-D-valinate

Ru(CO)3Cl-D-valinate

Conditions
ConditionsYield
With sodium methylate In methanol at 20℃; for 24h; Inert atmosphere;94.8%
formaldehyd
50-00-0

formaldehyd

D-Val-OH
640-68-6

D-Val-OH

butane-2,3-dione mono-oxime
135636-66-7

butane-2,3-dione mono-oxime

(R)-2-(4,5-Dimethyl-3-oxy-imidazol-1-yl)-3-methyl-butyric acid
122459-37-4

(R)-2-(4,5-Dimethyl-3-oxy-imidazol-1-yl)-3-methyl-butyric acid

Conditions
ConditionsYield
In ethanol for 3h; Heating;94%
bromochlorobenzene
106-39-8

bromochlorobenzene

D-Val-OH
640-68-6

D-Val-OH

(4-chlorophenyl)-D-valine

(4-chlorophenyl)-D-valine

Conditions
ConditionsYield
With D-myo-inositol; copper; caesium carbonate In water at 100℃; for 10h;94%
D-Val-OH
640-68-6

D-Val-OH

benzyl chloroformate
501-53-1

benzyl chloroformate

N-[(benzyloxy)carbonyl]-D-valine
1685-33-2

N-[(benzyloxy)carbonyl]-D-valine

Conditions
ConditionsYield
With sodium hydrogencarbonate Acylation;93%
With sodium hydrogencarbonate at 0 - 20℃;93%
With sodium hydrogencarbonate at 0 - 20℃;93%
D-Val-OH
640-68-6

D-Val-OH

trichloromethyl chloroformate
503-38-8

trichloromethyl chloroformate

D-valine N-carboxy anhydride
43089-05-0

D-valine N-carboxy anhydride

Conditions
ConditionsYield
With pyrographite In tetrahydrofuran at 60℃; for 1h;93%
methanol
67-56-1

methanol

D-Val-OH
640-68-6

D-Val-OH

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Toluene-4-sulfonic acid; compound with (R)-2-amino-3-methyl-butyric acid methyl ester

Toluene-4-sulfonic acid; compound with (R)-2-amino-3-methyl-butyric acid methyl ester

Conditions
ConditionsYield
With p-toluenesulfonyl chloride for 20h; Heating;93%
phthalic anhydride
85-44-9

phthalic anhydride

D-Val-OH
640-68-6

D-Val-OH

Conditions
ConditionsYield
With triethylamine In toluene Heating;92%
at 150℃;
With triethylamine In toluene Reflux; Inert atmosphere;
D-Val-OH
640-68-6

D-Val-OH

(R)-2-amino-3-methylbutanol
4276-09-9

(R)-2-amino-3-methylbutanol

Conditions
ConditionsYield
With lithium borohydride; chloro-trimethyl-silane In tetrahydrofuran at 20℃; for 0.25h; Reduction;92%
With sodium tetrahydroborate; iodine In tetrahydrofuran Inert atmosphere;91%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 17h; Reflux;74%
D-Val-OH
640-68-6

D-Val-OH

isobutyraldehyde
78-84-2

isobutyraldehyde

butane-2,3-dione mono-oxime
135636-66-7

butane-2,3-dione mono-oxime

1-α-Carboxyisobutyl-2-isopropyl-4,5-dimethylimidazol-3-oxid
133286-87-0

1-α-Carboxyisobutyl-2-isopropyl-4,5-dimethylimidazol-3-oxid

Conditions
ConditionsYield
In acetic acid for 1h; Heating;92%

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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