Product Name

  • Name

    2-amino-5-hydroxyvaleric acid

  • EINECS
  • CAS No. 533-88-0
  • Article Data8
  • CAS DataBase
  • Density 1.241 g/cm3
  • Solubility
  • Melting Point 218-220℃
  • Formula C5H11NO3
  • Boiling Point 306.1 °C at 760 mmHg
  • Molecular Weight 133.147
  • Flash Point 138.9 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 533-88-0 (2-amino-5-hydroxyvaleric acid)
  • Hazard Symbols
  • Synonyms 2-Amino-5-hydroxypentanoicacid;5-Hydroxy-DL-norvaline;DL-d-Hydroxy-a-aminovalericacid;NSC 20896;Pentahomoserine;a-Amino-d-hydroxy-n-valericacid;a-Amino-d-hydroxyvaleric acid;d-Hydroxynorvaline;
  • PSA 83.55000
  • LogP -0.12890

Synthetic route

2,3-dihydro-2H-furan
1191-99-7

2,3-dihydro-2H-furan

2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

Conditions
ConditionsYield
beim aufeinanderfolgenden Behandeln mit NaCN, wss.HCl und NH4Cl, mit wss.2CO3 und mit wss. Ba(OH)2;
4-butanolide
96-48-0

4-butanolide

oxalic acid diethyl ester
95-92-1

oxalic acid diethyl ester

2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

Conditions
ConditionsYield
With sulfuric acid und Hydrieren des Reaktionsprodukts an Raney-Nickel in wss.NH3;
glutamic acid 5-ethyl ester
45025-28-3

glutamic acid 5-ethyl ester

2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

Conditions
ConditionsYield
With tetrahydrofuran; lithium borohydride
glutamic acid γ-methyl ester
1499-55-4

glutamic acid γ-methyl ester

2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

Conditions
ConditionsYield
Yield given. Multistep reaction;
δ-oxy-α-benzamino-n-valeric acid

δ-oxy-α-benzamino-n-valeric acid

2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

Conditions
ConditionsYield
With hydrogenchloride
1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

sodium compound of phthalimidomalonic acid ester

sodium compound of phthalimidomalonic acid ester

2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

Conditions
ConditionsYield
at 165 - 170℃; ueber mehreren Stufen;
hydrogenchloride
7647-01-0

hydrogenchloride

2-benzoylamino-5-hydroxy-valeric acid
115938-76-6

2-benzoylamino-5-hydroxy-valeric acid

2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

sulfuric acid
7664-93-9

sulfuric acid

2-benzoylamino-5-hydroxy-valeric acid
115938-76-6

2-benzoylamino-5-hydroxy-valeric acid

2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

methanol
67-56-1

methanol

2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

methyl 2-amino-5-hydroxyvalerate

methyl 2-amino-5-hydroxyvalerate

Conditions
ConditionsYield
With sulfuric acid for 3h; Reflux;90%
2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

5-hydroxy-2-(N'-phenyl-ureido)-valeric acid
860256-02-6

5-hydroxy-2-(N'-phenyl-ureido)-valeric acid

Conditions
ConditionsYield
With sodium hydroxide anschliessendes Behandeln mit Phenylisocyanat;
potassium cyanate
590-28-3

potassium cyanate

2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

5-(3-hydroxy-propyl)-imidazolidine-2,4-dione

5-(3-hydroxy-propyl)-imidazolidine-2,4-dione

2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

5-hydroxy-2-oxo-pentanoic acid
104092-74-2

5-hydroxy-2-oxo-pentanoic acid

Conditions
ConditionsYield
With kidneys-substances
durch Einwirkung von Nieren-Praeparaten unter aeroben Bedingungen;
2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

2,4-Dinitrofluorobenzene
70-34-8

2,4-Dinitrofluorobenzene

3-(2,4-dinitro-anilino)-tetrahydro-pyran-2-one
22899-87-2

3-(2,4-dinitro-anilino)-tetrahydro-pyran-2-one

Conditions
ConditionsYield
With ethanol; sodium hydrogencarbonate Ansaeuern des Reaktionsgemisches mit wss. Schwefelsaeure;
2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

2,4-Dinitrofluorobenzene
70-34-8

2,4-Dinitrofluorobenzene

2-(2,4-dinitro-anilino)-5-hydroxy-valeric acid
108541-01-1

2-(2,4-dinitro-anilino)-5-hydroxy-valeric acid

Conditions
ConditionsYield
With ethanol; sodium hydrogencarbonate
2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

benzoyl chloride
98-88-4

benzoyl chloride

2-benzoylamino-5-hydroxy-valeric acid
115938-76-6

2-benzoylamino-5-hydroxy-valeric acid

Conditions
ConditionsYield
With alkali
2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

benzoyl chloride
98-88-4

benzoyl chloride

2-benzoylamino-5-benzoyloxy-valeric acid

2-benzoylamino-5-benzoyloxy-valeric acid

Conditions
ConditionsYield
With alkali
2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-(2-chloro-acetylamino)-5-hydroxy-valeric acid

2-(2-chloro-acetylamino)-5-hydroxy-valeric acid

2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

benzoyl chloride
98-88-4

benzoyl chloride

N,O-dibenzoyl-δ-oxy-α-amino-n-valeric acid

N,O-dibenzoyl-δ-oxy-α-amino-n-valeric acid

Conditions
ConditionsYield
in ganz schwach alkal.Loesung;
2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

benzoyl chloride
98-88-4

benzoyl chloride

N-monobenzoyl-δ-oxy-α-amino-n-valeric acid

N-monobenzoyl-δ-oxy-α-amino-n-valeric acid

Conditions
ConditionsYield
in ausgepraegt alkal.Loesung;
2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

pyrrolidine-α-carboxylic acid

pyrrolidine-α-carboxylic acid

Conditions
ConditionsYield
at 195 - 200℃;
hydrogenchloride
7647-01-0

hydrogenchloride

2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

pyrrolidine-α-carboxylic acid

pyrrolidine-α-carboxylic acid

2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

2-(2,4-dinitro-phenylhydrazono)-5-hydroxy-valeric acid
99864-61-6

2-(2,4-dinitro-phenylhydrazono)-5-hydroxy-valeric acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: durch Einwirkung von Nieren-Praeparaten unter aeroben Bedingungen
View Scheme
2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

5-chloro-2-(2,4-dinitro-anilino)-valeric acid
117342-48-0

5-chloro-2-(2,4-dinitro-anilino)-valeric acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous ethanol; NaHCO3
2: acetyl chloride; PCl5
View Scheme
2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

5-(3-hydroxy-propyl)-3-phenyl-imidazolidine-2,4-dione

5-(3-hydroxy-propyl)-3-phenyl-imidazolidine-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. NaOH solution / anschliessendes Behandeln mit Phenylisocyanat
2: aqueous HCl
View Scheme
2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

Hexahydro-2-phenyl-1H-pyrrolo(1,2-c)imidazol-1,3-dione
2221-09-2

Hexahydro-2-phenyl-1H-pyrrolo(1,2-c)imidazol-1,3-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aq. NaOH solution / anschliessendes Behandeln mit Phenylisocyanat
2: aqueous HCl
3: aqueous HBr<48percent >
View Scheme
N-(tert-butyloxycarbonyl) azide
1070-19-5

N-(tert-butyloxycarbonyl) azide

2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

2-tert-Butoxycarbonylamino-5-hydroxy-pentanoic acid
85535-47-3

2-tert-Butoxycarbonylamino-5-hydroxy-pentanoic acid

2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

benzyl bromide
100-39-0

benzyl bromide

O-benzyl-5-hydroxynorvaline

O-benzyl-5-hydroxynorvaline

Conditions
ConditionsYield
With hydrogenchloride In sodium hydroxide; water
2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

2-ethylamino-5-hydroxyvalerate methyl ester

2-ethylamino-5-hydroxyvalerate methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid / 3 h / Reflux
2: sodium hydride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
View Scheme
2-amino-5-hydroxyvaleric acid
533-88-0

2-amino-5-hydroxyvaleric acid

methyl 5-bromo-2-ethylaminovalerate

methyl 5-bromo-2-ethylaminovalerate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / 3 h / Reflux
2: sodium hydride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
3: bromine / tetrachloromethane / 2 h / 60 °C
View Scheme

Norvaline, 5-hydroxy- Specification

This chemical is called Norvaline, 5-hydroxy-, and its systematic name is Norvaline, 5-hydroxy-. With the molecular formula of C5H11NO3, its molecular weight is 133.15. The CAS registry number of this chemical is 533-88-0. Additionally, it's specific marker of oxidized arginine and proline residues in proteins. 

Other characteristics of the Norvaline, 5-hydroxy- can be summarised as followings: (1)ACD/LogP: -1.02; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.52; (4)ACD/LogD (pH 7.4): -3.52; (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: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 38.77 Å2; (13)Index of Refraction: 1.504; (14)Molar Refractivity: 31.8 cm3; (15)Molar Volume: 107.2 cm3; (16)Polarizability: 12.6×10-24cm3; (17)Surface Tension: 58 dyne/cm; (18)Density: 1.241 g/cm3; (19)Flash Point: 138.9 °C; (20)Enthalpy of Vaporization: 63.39 kJ/mol; (21)Boiling Point: 306.1 °C at 760 mmHg; (22)Vapour Pressure: 7.36E-05 mmHg at 25°C.

You can still convert the following datas into molecular structure: 
1.SMILES: O=C(O)C(N)CCCO
2.InChI: InChI=1/C5H11NO3/c6-4(5(8)9)2-1-3-7/h4,7H,1-3,6H2,(H,8,9)
3.InChIKey: CZWARROQQFCFJB-UHFFFAOYAE

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