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L-Alanyl-L-proline

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Name

L-Alanyl-L-proline

EINECS 236-795-8
CAS No. 13485-59-1 Density 1.294 g/cm3
PSA 83.63000 LogP 0.04740
Solubility within almost transparency Melting Point 170-178 °C
Formula C8H14N2O3 Boiling Point 403.8 °C at 760 mmHg
Molecular Weight 186.211 Flash Point 198 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 13485-59-1 (L-Alanyl-L-proline) Hazard Symbols N/A
Synonyms

Alanylproline;L-a-Alanyl-L-proline;N-Alanylproline;NSC 97932;H-Ala-Pro-OH;L-Proline,1-L-alanyl-;Proline, 1-L-alanyl- (7CI);Proline, 1-L-alanyl-, L- (8CI);

Article Data 21

L-Alanyl-L-proline Synthetic route

21027-01-0

N-benzyloxycarbonyl-L-alanyl-L-proline

13485-59-1

L-alanyl-L-proline

Conditions
ConditionsYield
With acetic acid; 10% palladium on active carbon In methanol for 2h; Hydrogenation;98%
With hydrogen; palladium on activated charcoal In sodium hydroxide
76166-63-7

(S)-1-((S)-2-Phosphonoamino-propionyl)-pyrrolidine-2-carboxylic acid

13485-59-1

L-alanyl-L-proline

Conditions
ConditionsYield
With sodium chloride at 37℃; Rate constant; pH=7.5;
147-85-3

L-proline

2224-52-4

L-alanine N-carboxyanhydride

13485-59-1

L-alanyl-L-proline

Conditions
ConditionsYield
With potassium hydroxide; potassium carbonate In tetrahydrofuran; water at 5 - 10℃; for 0.25h;92 % Chromat.
33300-72-0

N-tert-butoxycarbonyl-L-alanyl-L-proline

13485-59-1

L-alanyl-L-proline

Conditions
ConditionsYield
With methoxybenzene; trifluoroacetic acid
With hydrogenchloride In ethyl acetate
With trifluoroacetic acid In dichloromethane at 0℃; for 3h;
Multi-step reaction with 2 steps
1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.5 h / 20 °C
2: tetra(n-butyl)ammonium hydroxide; water / methanol; tert-butyl methyl ether / 12 h
View Scheme
147-85-3

L-proline

13485-59-1

L-alanyl-L-proline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: BOP; DIPEA / CH2Cl2
2: HCl / ethyl acetate
View Scheme
Multi-step reaction with 2 steps
2: TFA, anisole
View Scheme
33305-75-8

L-proline ethyl ester monohydrochloride

13485-59-1

L-alanyl-L-proline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 83 percent / ethyl acetate; dimethylformamide / 2 h / -10 - 20 °C
2: 85 percent / NaOH; HCl / methanol; CH2Cl2 / 3 h
3: 98 percent / acetic acid / 10 percent Pd/C / methanol / 2 h
View Scheme

N-carbobenzoxy-β-alanylproline ethyl ester

13485-59-1

L-alanyl-L-proline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 85 percent / NaOH; HCl / methanol; CH2Cl2 / 3 h
2: 98 percent / acetic acid / 10 percent Pd/C / methanol / 2 h
View Scheme
118-31-0

(naphth-1-yl)methylamine

76391-12-3

1-pyruvyl-L-proline

13485-59-1

L-alanyl-L-proline

Conditions
ConditionsYield
With nitrogen; palladium In ethanol
With nitrogen; palladium In ethanol
76391-12-3

1-pyruvyl-L-proline

13485-59-1

L-alanyl-L-proline

Conditions
ConditionsYield
With hydrogenchloride; nitrogen; hydroxylamine hydrochloride; sodium acetate; palladium hydroxide-on-carbon In ethanol; water
With hydrogenchloride; nitrogen; hydroxylamine hydrochloride; sodium acetate; palladium hydroxide-on-carbon In ethanol; water
186023-44-9

Fmoc-Ala-Pro-OH

13485-59-1

L-alanyl-L-proline

Conditions
ConditionsYield
With piperidine In N,N-dimethyl-formamide for 0.5h;

L-Alanyl-L-proline Specification

The L-Proline, L-alanyl- is an organic compound with the formula C8H14N2O3. The IUPAC name of this chemical is 1-(2-aminopropanoyl)pyrrolidine-2-carboxylic acid. With the CAS registry number 13485-59-1, it is also named as (2S)-1-[(2S)-2-aminopropanoyl]pyrrolidine-2-carboxylic acid. The product's categories are Biochemistry; Oligopeptides; Peptide Synthesis.

Physical properties about L-Proline, L-alanyl- are: (1)ACD/LogP: -0.99; (2)ACD/LogD (pH 5.5): -3.49; (3)ACD/LogD (pH 7.4): -3.54; (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: 5; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 49.85 Å2; (12)Index of Refraction: 1.544; (13)Molar Refractivity: 45.45 cm3; (14)Molar Volume: 143.8 cm3; (15)Polarizability: 18.01×10-24cm3; (16)Surface Tension: 59.9 dyne/cm; (17)Density: 1.294 g/cm3; (18)Flash Point: 198 °C; (19)Enthalpy of Vaporization: 71.89 kJ/mol; (20)Boiling Point: 403.8 °C at 760 mmHg; (21)Vapour Pressure: 1.2E-07 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)[C@H]1N(C(=O)[C@@H](N)C)CCC1
(2)InChI: InChI=1/C8H14N2O3/c1-5(9)7(11)10-4-2-3-6(10)8(12)13/h5-6H,2-4,9H2,1H3,(H,12,13)/t5-,6-/m0/s1
(3)InChIKey: WPWUFUBLGADILS-WDSKDSINBD
(4)Std. InChI: InChI=1S/C8H14N2O3/c1-5(9)7(11)10-4-2-3-6(10)8(12)13/h5-6H,2-4,9H2,1H3,(H,12,13)/t5-,6-/m0/s1
(5)Std. InChIKey: WPWUFUBLGADILS-WDSKDSINSA-N

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