Product Name

  • Name

    L-norvaline

  • EINECS 229-543-3
  • CAS No. 6600-40-4
  • Article Data64
  • CAS DataBase
  • Density 1.067 g/cm3
  • Solubility 10.5 g/100 mL (18 °C) in water
  • Melting Point >300 °C(lit.)
  • Formula C5H11NO2
  • Boiling Point 222.9 °C at 760 mmHg
  • Molecular Weight 117.148
  • Flash Point 88.6 °C
  • Transport Information
  • Appearance white to light yellow crystal powder
  • Safety 24/25-37/39-26
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 6600-40-4 (L-norvaline)
  • Hazard Symbols CorrosiveC, HarmfulXn
  • Synonyms L-Norvaline (9CI);Norvaline, L-;L-2-Aminovaleric acid;L-2-aminopentanoate;(S)-2-Aminopentanoic acid;L-(+)-2-aminovaleric acid;L-2-aminopentanoic acid;(2S)-2-aminopentanoic acid;alpha-L-Aminopentanoic acid;Leucine,2-methyl-;Pentanoic acid, 2-amino-, (S)-;L-Norvaaline;L(+)-Norvaline;(S)-2-Amino-pentanoic acid;
  • PSA 63.32000
  • LogP 0.89870

Synthetic route

2-oxopentanoic acid
1821-02-9

2-oxopentanoic acid

A

D-norvaline
2013-12-9

D-norvaline

B

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With CC10H14NOSCH2CH2CH3N(CH3)2 (5); zinc diacetate In methanol at 30℃; Product distribution; pH 4.00; other reagent;A 95%
B 5%
With 5-((3-(dimethylamino)propyl)thio)-4-(aminomethyl)-3-hydroxyl-5,6,7,8-tetraquinoline In methanol at 30℃; Product distribution; stereoselective transaminations at pH=4.00, various reagents;A 96 % Chromat.
B 4 % Chromat.
With C12H18N4O2*ClH; 2,2-diphenylglycine In methanol; water at 20℃; for 6h; enantioselective reaction;A n/a
B n/a
With isopropylamine In aq. buffer for 48h; pH=7.0; Time; Enzymatic reaction; Overall yield = 90 %;A n/a
B n/a
(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(2'-propenyl)-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one
100516-55-0

(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(2'-propenyl)-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With hydrogen; palladium dichloride In tetrahydrofuran; ethanol under 2068.6 Torr; for 21h;93%
With hydrogen; palladium dichloride In ethanol at 25℃; under 1034.3 Torr; Yield given;
(1S,2S,5S,9S)-2,10,10-Trimethyl-5-propyl-3-oxa-6-aza-tricyclo[7.1.1.02,7]undec-6-en-4-one
141895-39-8

(1S,2S,5S,9S)-2,10,10-Trimethyl-5-propyl-3-oxa-6-aza-tricyclo[7.1.1.02,7]undec-6-en-4-one

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran at 70℃; for 3h;92%
2-oxopentanoic acid
1821-02-9

2-oxopentanoic acid

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With sodium formate; ammonium chloride; NADH In aq. phosphate buffer at 25℃; for 6h; pH=8.0; Kinetics; Reagent/catalyst; Green chemistry; Enzymatic reaction;84.1%
With glutamate dehydrogenase; L-glutamic acid; pyridoxal 5'-phosphate; alcohol dehydrogenases from Bacillus stearothermophilus; branched-chain amino acid aminotransferase; NADH In isopropyl alcohol at 35℃; for 5h; pH=8; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;59.1%
With L-2-aminobutyric acid; branched-chain transaminase from Escherichiacoli; S-selective ω-transaminase from Ochrobactrum anthropi; (3-hydroxy-5-hydroxymethyl)-2-methylisonicotinic acid 5-phosphate; isopropylamine In aq. phosphate buffer for 9h; pH=7;n/a

A

L-alanin
56-41-7

L-alanin

B

D-Alanine
338-69-2

D-Alanine

C

D-norvaline
2013-12-9

D-norvaline

D

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With (S)-1-(N,N-dimethylaminomethyl)-2-formylcymantrene; sodium methylate; copper (I) acetate for 1h; Ambient temperature;A 78.31%
B 21.69%
C 60.57%
D 39.43%
With (S)-1-(N,N-dimethylaminomethyl)-2-formylcymantrene; sodium methylate; copper (I) acetate for 3h; Ambient temperature;A 76.83%
B 23.15%
C 73.8%
D 26.2%
With (R)-1-(N,N-dimethylaminomethyl)-2-formylcymantrene; sodium methylate; copper (I) acetate for 1h; Ambient temperature;A 26.8%
B 73.2%
C 42.16%
D 57.84%
With (R)-1-(N,N-dimethylaminomethyl)-2-formylcymantrene; sodium methylate; copper (I) acetate for 1h; Ambient temperature;A 26.8%
B 73.2%
C 42.16%
D 57.84%
tert-butyl-(2S,3S)-1,2-dihydroxyhexan-3-ylcarbamate
220515-19-5

tert-butyl-(2S,3S)-1,2-dihydroxyhexan-3-ylcarbamate

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
Stage #1: tert-butyl-(2S,3S)-1,2-dihydroxyhexan-3-ylcarbamate With ruthenium trichloride; sodium periodate In tetrachloromethane; water; acetonitrile for 2h;
Stage #2: With hydrogenchloride In tetrahydrofuran for 12h; Heating;
65%
(2S)-(N-para-toluenesulphonylamino)pentanoic acid tert-butyl ester
127700-63-4

(2S)-(N-para-toluenesulphonylamino)pentanoic acid tert-butyl ester

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With hydrogen bromide; acetic acid; phenol for 24h; Ambient temperature;62%
With hydrogen bromide; acetic acid 1.) phenol, 25 deg C, 24 h;
((S)-1-Cyano-butyl)-carbamic acid methyl ester
631921-64-7

((S)-1-Cyano-butyl)-carbamic acid methyl ester

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With hydrogenchloride In water for 7h; Heating;60%
(2S)-[(1'R)-phenylethylamino]-4-pentenoic acid

(2S)-[(1'R)-phenylethylamino]-4-pentenoic acid

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With hydrogen; palladium on carbon In water at 50℃; under 16501.7 Torr; for 47h;41.5%

A

L-Norvaline
6600-40-4

L-Norvaline

B

N-acetyl-D-norvaline
57357-56-9

N-acetyl-D-norvaline

Conditions
ConditionsYield
With potassium hydroxide; Aspergillus acylase I pH 7.5-8.0; Yields of byproduct given;A 33%
B n/a
With potassium hydroxide; potassium phosphate buffer; porcine kidney acylase I at 40℃; relative initial rate of hydrolysis, also with Aspergillus acylase I as a catalyst; with or without CoCl2;
With lipase AS 'Amano' at 35℃; for 24h; pH=6.5; Enzymatic reaction; enantioselective reaction;A n/a
B n/a
α-ketovalerate
13123-54-1

α-ketovalerate

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With L-glutamic acid; pyridoxal 5'-phosphate In water at 40℃; for 18h; E.coli Aspartate transaminase, pH 8;32%
With pyridoxal 5'-phosphate; Paracoccus denitrificans ω-transaminase; isopropylamine In aq. phosphate buffer for 1.66667h; pH=7; Enzymatic reaction;
N-formyl-D,L-norvaline
112624-75-6

N-formyl-D,L-norvaline

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
beim Verseifen;
Multi-step reaction with 2 steps
2: Hydrolysis
View Scheme
With water; cobalt(II) chloride for 0.8h; pH=8; Enzymatic reaction;
N-formyl-L-norvaline
112624-75-6

N-formyl-L-norvaline

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
Hydrolysis;
L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With (R)-1-phenyl-ethyl-amine
With acylase from Aspergillus oryzae; water at 20 - 37℃;
N-Chloroacetyl norvaline
6940-47-2

N-Chloroacetyl norvaline

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
mit Hilfe eines Enzym-Praeparats aus Schweine-Nieren;
N,N-dibenzyl-L-norvaline
100196-24-5

N,N-dibenzyl-L-norvaline

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With hydrogenchloride; palladium Hydrogenation;
2-aminopentanoic acid
760-78-1

2-aminopentanoic acid

A

D-norvaline
2013-12-9

D-norvaline

B

L-Norvaline
6600-40-4

L-Norvaline

N-Acetyl-L-2-aminopentanoic acid
15891-50-6

N-Acetyl-L-2-aminopentanoic acid

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With Aspergillus oryzae acylase relative rates;
With pig kidney acylase I In phosphate buffer at 37℃; for 0.166667h; pH=7.4; Enzyme kinetics; Deacetylation;
N-Chloroacetyl norvaline
6940-47-2

N-Chloroacetyl norvaline

A

L-Norvaline
6600-40-4

L-Norvaline

B

N-Chloroacetyl D-norvaline
910886-24-7

N-Chloroacetyl D-norvaline

Conditions
ConditionsYield
With potassium hydroxide; potassium phosphate buffer; porcine kidney acylase I at 40℃; relative initial rate of hydrolysis, also with Aspergillus acylase I as a catalyst; with or without CoCl2;
(R)-2-Azido-pentanoic acid (1S,2R,4R)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester
106749-04-6

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

A

D-norvaline
2013-12-9

D-norvaline

B

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With titanium tetrakis(benzyl alkoxide); hydrogen; Pd-BaSO4 1.) benzyl alcohol, 130 gradC 2.) EtOH, 1 atm, r.t.; Yield given. Multistep reaction. Yields of byproduct given;
N-Methoxyacetyl norvaline
121703-97-7

N-Methoxyacetyl norvaline

A

L-Norvaline
6600-40-4

L-Norvaline

B

N-Methoxyacetyl D-norvaline
121703-97-7

N-Methoxyacetyl D-norvaline

Conditions
ConditionsYield
With potassium hydroxide; potassium phosphate buffer; porcine kidney acylase I at 40℃; relative initial rate of hydrolysis, also with Aspergillus acylase I as a catalyst; with or without CoCl2;
2-[(2,4-Dinitro-phenyl)-hydrazono]-pent-4-enoic acid

2-[(2,4-Dinitro-phenyl)-hydrazono]-pent-4-enoic acid

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide In ethanol for 1h;
diethylaluminium cyanide
5804-85-3

diethylaluminium cyanide

(S)-N-(butylidene)-4-methylbenzenesulfinamide
188447-84-9

(S)-N-(butylidene)-4-methylbenzenesulfinamide

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With hydrogenchloride 1.) Et2O, from -78 to -15 degC; 2.) reflux; Yield given. Multistep reaction;
diethylaluminium cyanide
5804-85-3

diethylaluminium cyanide

2-Methoxy-naphthalene-1-sulfinic acid (S)-but-(E)-ylideneamide

2-Methoxy-naphthalene-1-sulfinic acid (S)-but-(E)-ylideneamide

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With hydrogenchloride 1.) THF, from -78 to -40 degC; 2.) reflux; Yield given. Multistep reaction;
D,L-NorLeu-OBzl
80174-42-1

D,L-NorLeu-OBzl

A

D-norvaline
2013-12-9

D-norvaline

B

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With pyridoxal 5'-phosphate In water; tert-butyl alcohol at 40℃; for 4h; alcalase, pH=8.5; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With Alcalase; pyridoxal 5'-phosphate; water In tert-butyl alcohol at 40℃; for 4h; pH=8.5; racemization of D-enantiomer; kinetic res.; Title compound not separated from byproducts;
(R)-2-((4S,5R)-2-Oxo-4,5-diphenyl-oxazolidin-3-yl)-pent-4-enoic acid benzyl ester
161633-98-3

(R)-2-((4S,5R)-2-Oxo-4,5-diphenyl-oxazolidin-3-yl)-pent-4-enoic acid benzyl ester

A

D-norvaline
2013-12-9

D-norvaline

B

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With hydrogen; palladium dihydroxide In tetrahydrofuran; methanol under 3102.9 Torr; for 10.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
ethyl 2-amino-L-butyrate
39256-85-4

ethyl 2-amino-L-butyrate

A

D-norvaline
2013-12-9

D-norvaline

B

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With phosphate buffer; Humicola amino esterase Ambient temperature; Title compound not separated from byproducts;
2-{[1-Phenyl-meth-(E)-ylidene]-amino}-pentanoic acid ethyl ester
149207-93-2

2-{[1-Phenyl-meth-(E)-ylidene]-amino}-pentanoic acid ethyl ester

A

D-norvaline
2013-12-9

D-norvaline

B

L-Norvaline
6600-40-4

L-Norvaline

Conditions
ConditionsYield
With water; chymotrypsin In acetonitrile for 208h; Yield given. Title compound not separated from byproducts;
DL-norvaline ethyl ester; hydrochloride
23358-62-5, 40918-51-2

DL-norvaline ethyl ester; hydrochloride

L-Norvaline
6600-40-4

L-Norvaline

2-Amino-pentanoic acid propyl ester; hydrochloride

2-Amino-pentanoic acid propyl ester; hydrochloride

L-Norvaline
6600-40-4

L-Norvaline

phthalic anhydride
85-44-9

phthalic anhydride

L-Norvaline
6600-40-4

L-Norvaline

(S)-2-(1,3-dioxoisoindolin-2-yl)pentanoic acid
58073-26-0

(S)-2-(1,3-dioxoisoindolin-2-yl)pentanoic acid

Conditions
ConditionsYield
at 135℃;100%
at 140℃; for 0.166667h;98%
With triethylamine In toluene at 130℃; Dean-Stark;37%
at 130℃;
L-Norvaline
6600-40-4

L-Norvaline

2-chloro-4-fluorobenzonitrile
60702-69-4

2-chloro-4-fluorobenzonitrile

N-(3-chloro-4-cyanophenyl)norvaline

N-(3-chloro-4-cyanophenyl)norvaline

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 90℃;100%
L-Norvaline
6600-40-4

L-Norvaline

2-Nitrobenzenesulfonyl chloride
1694-92-4

2-Nitrobenzenesulfonyl chloride

2-(2-nitro-benzenesulfonylamino)-pentanoic acid
150482-82-9

2-(2-nitro-benzenesulfonylamino)-pentanoic acid

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; water at 20℃; Cooling with ice;100%
L-Norvaline
6600-40-4

L-Norvaline

cholin hydroxide
123-41-1

cholin hydroxide

C5H10NO2(1-)*C5H14NO(1+)

C5H10NO2(1-)*C5H14NO(1+)

Conditions
ConditionsYield
In water at 3℃; Darkness;99%
L-Norvaline
6600-40-4

L-Norvaline

ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

(S)-2-(2,2,2-trifluoroacetamido)pentanoic acid
350-21-0

(S)-2-(2,2,2-trifluoroacetamido)pentanoic acid

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; for 24h;99%
methanol
67-56-1

methanol

L-Norvaline
6600-40-4

L-Norvaline

methyl L-norvalinate hydrochloride
56558-30-6

methyl L-norvalinate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride Ambient temperature;98%
With hydrogenchloride for 1h; Reflux;98%
With hydrogenchloride for 6h; Reflux; Inert atmosphere;97%
L-Norvaline
6600-40-4

L-Norvaline

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

4-propyl-2-(trifluoromethyl)oxazol-5(2H)-one
2357-40-6

4-propyl-2-(trifluoromethyl)oxazol-5(2H)-one

Conditions
ConditionsYield
for 1h; Reflux;97%
L-Norvaline
6600-40-4

L-Norvaline

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-tert-butoxycarbonyl-L-norvaline
53308-95-5

N-tert-butoxycarbonyl-L-norvaline

Conditions
ConditionsYield
Stage #1: L-Norvaline With sodium hydroxide In tetrahydrofuran; water at 0℃; for 0.166667h;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; water at 0 - 20℃; for 24h;
95%
Stage #1: L-Norvaline With sodium hydroxide In 1,4-dioxane; water for 6h;
Stage #2: di-tert-butyl dicarbonate In 1,4-dioxane; water at 20℃; Cooling with ice;
69.42%
With sodium hydroxide In 1,4-dioxane at 20℃;
L-Norvaline
6600-40-4

L-Norvaline

benzyl alcohol
100-51-6

benzyl alcohol

L-norvaline benzyl ester p-toluenesulphonate

L-norvaline benzyl ester p-toluenesulphonate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene Heating / reflux;95%
ethanol
64-17-5

ethanol

L-Norvaline
6600-40-4

L-Norvaline

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

tosylate de L-norvalinate d'ethyle
440677-43-0

tosylate de L-norvalinate d'ethyle

Conditions
ConditionsYield
In benzene for 10h; Heating;94%
ferrocenecarboxaldehyde
12093-10-6

ferrocenecarboxaldehyde

L-Norvaline
6600-40-4

L-Norvaline

sodium hydroxide
1310-73-2

sodium hydroxide

sodium (S)-2-[(ferrocenylmethylidene)amino]pentanoate

sodium (S)-2-[(ferrocenylmethylidene)amino]pentanoate

Conditions
ConditionsYield
With molecular sieve In ethanol under N2; aq. NaOH added to amino acid, soln. stirred at room temp. for 5 min, soln. concd. under vac., residue dried at 60°C (vac., 16 h), molecular sieves (4 Angstroem), ferrocenecarboxaldehyde and EtOH added, mixt. stirred (room temp., 16 h); molecular sieves filtered off, filtrate concd. under vac., residue suspd. in pentane, solid filtered off, washed with pentane, dried under vac.;94%
L-Norvaline
6600-40-4

L-Norvaline

N-hydroxysuccinimide ester of 7-(1-carboxyethoxy)-4-phenylcoumarin
270596-10-6

N-hydroxysuccinimide ester of 7-(1-carboxyethoxy)-4-phenylcoumarin

2-[2-(2-oxo-4-phenyl-2H-chromen-7-yloxy)-propionylamino]-pentanoic acid

2-[2-(2-oxo-4-phenyl-2H-chromen-7-yloxy)-propionylamino]-pentanoic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 1h; Condensation;90.9%
L-Norvaline
6600-40-4

L-Norvaline

acetic anhydride
108-24-7

acetic anhydride

N-Ac-Leu
1188-21-2

N-Ac-Leu

Conditions
ConditionsYield
at 0 - 20℃;89%
L-Norvaline
6600-40-4

L-Norvaline

n-decanoyl chloride
112-13-0

n-decanoyl chloride

(S)-2-decanamidopentanoic acid

(S)-2-decanamidopentanoic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran at 0℃; for 1h;88.5%
With sodium hydroxide In tetrahydrofuran at 0℃; for 1h;88.5%
L-Norvaline
6600-40-4

L-Norvaline

(η6-p-cymene)Ru(acetylacetonate)chloride

(η6-p-cymene)Ru(acetylacetonate)chloride

C15H24ClNO2Ru

C15H24ClNO2Ru

Conditions
ConditionsYield
In methanol for 24h;88%
L-Norvaline
6600-40-4

L-Norvaline

C25H26N2O2
1445869-56-6

C25H26N2O2

nickel(II) acetate tetrahydrate
6018-89-9

nickel(II) acetate tetrahydrate

C30H33N3NiO3

C30H33N3NiO3

Conditions
ConditionsYield
With potassium carbonate In ethanol at 60 - 70℃; diastereoselective reaction;88%
L-Norvaline
6600-40-4

L-Norvaline

4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indole
90481-72-4

4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indole

(1-tosyl-1H-indol-4-yl)-L-norvaline

(1-tosyl-1H-indol-4-yl)-L-norvaline

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate In dimethyl sulfoxide at 90℃; Inert atmosphere;88%
L-Norvaline
6600-40-4

L-Norvaline

Cyclopentanol
96-41-3

Cyclopentanol

(S)-cyclopentyl 2-aminopentanoate hydrochloride

(S)-cyclopentyl 2-aminopentanoate hydrochloride

Conditions
ConditionsYield
Stage #1: L-Norvaline; Cyclopentanol at -5℃; for 0.166667h; Cooling with acetone-dry ice;
Stage #2: With thionyl chloride at 20 - 60℃; for 42h;
86%
L-Norvaline
6600-40-4

L-Norvaline

butan-1-ol
71-36-3

butan-1-ol

(S)-2-Amino-pentanoic acid butyl ester

(S)-2-Amino-pentanoic acid butyl ester

Conditions
ConditionsYield
With hydrogenchloride85%
With hydrogenchloride Heating;
L-Norvaline
6600-40-4

L-Norvaline

(S)-2,5-dioxopyrrolidin-1-yl 2-((tert-butoxycarbonyl)amino)butanoate
103290-07-9

(S)-2,5-dioxopyrrolidin-1-yl 2-((tert-butoxycarbonyl)amino)butanoate

(S)-2-((S)-2-(tert-butoxycarbonylamino)butanamido)pentanoic acid

(S)-2-((S)-2-(tert-butoxycarbonylamino)butanamido)pentanoic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone at 20℃;84%
L-Norvaline
6600-40-4

L-Norvaline

2-(S)-hydroxyvaleric acid
41014-93-1

2-(S)-hydroxyvaleric acid

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite In water at 0 - 5℃; for 1h;82%
With hydrogenchloride; acetic acid; sodium nitrite
With hydrogenchloride; silver(I) nitrite
With hydrogenchloride; acetic acid; sodium nitrite at 0 - 20℃;
With sulfuric acid; sodium nitrite In water at 0℃; for 2h;
L-Norvaline
6600-40-4

L-Norvaline

(2S)-2-chloropentanoic acid
32644-12-5

(2S)-2-chloropentanoic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In water at 0℃;82%
With hydrogenchloride; sodium nitrite at -5℃; for 15h;
potassium tetrachloroplatinate(II)
10025-99-7

potassium tetrachloroplatinate(II)

L-Norvaline
6600-40-4

L-Norvaline

trans-[PtCl2(L-norvaline)2]

trans-[PtCl2(L-norvaline)2]

Conditions
ConditionsYield
With hydrogenchloride In potassium hydroxide; water org. compd. dissoln. in aq. KOH soln., aq. Pt-salt soln. addn., ppt. filtration off, concd. HCl addn. to filtrate, mixt. boiling for ca. 5 min, pptn.; ppt. filtration off, washing (HCl 1:1), drying at 100°C; elem. anal.;80%
L-Norvaline
6600-40-4

L-Norvaline

tert-butyl N-tosyloxycarbamate
105838-14-0

tert-butyl N-tosyloxycarbamate

C10H20N2O4
1369519-86-7

C10H20N2O4

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane; water at 20 - 25℃; for 3h;78%
L-Norvaline
6600-40-4

L-Norvaline

benzyl chloroformate
501-53-1

benzyl chloroformate

Z-L-norvaline
21691-44-1

Z-L-norvaline

Conditions
ConditionsYield
With sodium hydroxide77%
Stage #1: L-Norvaline; benzyl chloroformate With sodium hydrogencarbonate In water at 0 - 20℃; for 24.75h; Inert atmosphere;
Stage #2: With hydrogenchloride In water pH=1;
73%
With sodium hydroxide; sodium carbonate In water at 0 - 20℃;
With lithium hydroxide In water; toluene at 0 - 20℃; for 15h;

Norvaline Specification

The IUPAC name of L-Norvaline is (2S)-2-aminopentanoic acid. With the CAS registry number 6600-40-4, it is also named as Pentanoic acid, 2-amino-. The product's categories are Chiral; Protected Amino Acid & Peptides; Norvaline [Nva]; Amino Acids; Unusual Amino Acids; Pharmaceutical Intermediates; Amino Acids. It is white to light yellow crystal powder which is a non-proteinogenic branched-chain amino acid.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.38; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.12; (4)ACD/LogD (pH 7.4): -2.12; (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)Index of Refraction: 1.463; (13)Molar Refractivity: 30.27 cm3; (14)Molar Volume: 109.7 cm3; (15)Polarizability: 12×10-24 cm3; (16)Surface Tension: 41.9 dyne/cm; (17)Enthalpy of Vaporization: 50.61 kJ/mol; (18)Vapour Pressure: 0.0366 mmHg at 25°C; (19)Rotatable Bond Count: 3; (20)Exact Mass: 117.078979; (21)MonoIsotopic Mass: 117.078979; (22)Topological Polar Surface Area: 63.3; (23)Heavy Atom Count: 8; (24)Complexity: 82.5; (25)Defined Atom StereoCenter Count: 1.

Preparation of L-Norvaline: It can be obtained by 2-oxo-pentanoic acid anion. This reaction needs reagent pyridoxal phosphate, L-glutamic acid and solvent H2O at temperature of 40 °C. The reaction time is 18 hours and the yield is 32%. The other conditions are E.coli Aspartate transaminase and pH 8.

Uses of L-Norvaline: It is known to promote tissue regeneration and muscle growth and become a precursor in the penicillin biosynthetic pathway. It also can be used for nutrition agent and drug synthesis. For example: it can react with phthalic acid anhydride to get N,N-phthaloyl-L-norvaline. This reaction reacts at 130 °C.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. So people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable gloves and eye/face protection. 

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(O)[C@@H](N)CCC
2. InChI:InChI=1/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1 
3. InChIKey:SNDPXSYFESPGGJ-BYPYZUCNBD

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