L-Alanyl-L-proline supplier | CasNO.13485-59-1

Name
L-Alanyl-L-proline
EINECS 236-795-8
CAS No. 13485-59-1
Article Data21
CAS DataBase
Density 1.294 g/cm³
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
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
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);
PSA 83.63000
LogP 0.04740

Synthetic route

: 21027-01-0
N-benzyloxycarbonyl-L-alanyl-L-proline

: 13485-59-1
L-alanyl-L-proline

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: 2577-48-2
methyl (2S)-pyrrolidine carboxylate

: 13485-59-1
L-alanyl-L-proline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.25 h / 0 °C 1.2: 24 h 2.1: lithium hydroxide / tetrahydrofuran; water / 5 h / 0 °C 3.1: trifluoroacetic acid / dichloromethane / 3 h / 0 °C View Scheme

: C16H30N2O5Si

: 13485-59-1
L-alanyl-L-proline

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydroxide; water In methanol; tert-butyl methyl ether for 12h;

: 13485-59-1
L-alanyl-L-proline

: 98-59-9
p-toluenesulfonyl chloride

: N-p-toluenesulfonyl-L-alanyl-L-proline

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; aqueous sodium hydroxide (10 ml)-dioxane; water	95.8%

: 13485-59-1
L-alanyl-L-proline

: 4-phenyl-butyric acid 4-guanidino-phenyl ester

: 4-phenylbutanoyl-L-alanyl-L-proline

Conditions

Conditions	Yield
With HEPES buffer; sodium chloride; calcium chloride; clostripain (EC 3.4.22.8) In water; N,N-dimethyl-formamide at 25℃; pH=8.0; Acylation;	93%

: 13485-59-1
L-alanyl-L-proline

: 3-benzoylamino-propionic acid 4-guanidino-phenyl ester

: Bz-β-Ala-Ala-Pro-OH

Conditions

Conditions	Yield
With HEPES buffer; sodium chloride; calcium chloride; clostripain (EC 3.4.22.8) In water; N,N-dimethyl-formamide at 25℃; pH=8.0; Acylation;	91%

: 64-17-5
ethanol

: 13485-59-1
L-alanyl-L-proline

: 88098-06-0
L-alanyl-L-proline ethyl ester hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride for 2h; Heating;	90%

: C27H33N9O9

: 13485-59-1
L-alanyl-L-proline

: C29H42N10O9

Conditions

Conditions	Yield
With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 35℃; for 8h;	81.39%

: 13485-59-1
L-alanyl-L-proline

: 117904-03-7
N-(pyrazinecarbonyl)glycine azide

: N--L-alanyl>-L-proline

Conditions

Conditions	Yield
With sodium methylate In N,N-dimethyl-formamide for 70h; Ambient temperature;	72%

: 13485-59-1
L-alanyl-L-proline

: 79155-18-3
Ethyl 4-(β-indolyl)-2-ketobutyrate

: 79155-17-2
N-[1-ethoxycarbonyl-3-(3-indolyl)propyl]-L-alanyl-L-proline

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol at 25℃; under 2068.6 Torr;	70%

: 64920-29-2
2-oxo-4-phenylbutanoic acid ethyl ester

: 13485-59-1
L-alanyl-L-proline

: 75847-73-3
enalapril

Conditions

Conditions	Yield
With hydrogen In ethanol at 45℃; under 735.074 - 772.577 Torr; Catalytic behavior; Kinetics; Solvent; Reagent/catalyst;	70%

: 13485-59-1
L-alanyl-L-proline

: 17451-20-6, 55674-14-1, 55629-96-4
(E)-ethyl-2-oxo-4-phenylbut-3-enoate

: 75847-73-3
enalapril

Conditions

Conditions	Yield
With 4 A molecular sieve; hydrogen; triethylamine; palladium In ethanol at 20℃; for 44h;	65%

: zinc(II) nitrate hexahydrate

: 13485-59-1
L-alanyl-L-proline

: C16H26N4O6Zn

Conditions

Conditions	Yield
In methanol for 1h;	64%

: copper(II) nitrate trihydrate

: 13485-59-1
L-alanyl-L-proline

: C16H26CuN4O6

Conditions

Conditions	Yield
In methanol for 1h;	62.35%

: 13485-59-1
L-alanyl-L-proline

: 4-[1-(3-Nitro-pyridin-2-ylamino)-meth-(Z)-ylidene]-2-phenyl-4H-oxazol-5-one

: (S)-1-{(S)-2-[(Z)-2-Benzoylamino-3-(3-nitro-pyridin-2-ylamino)-acryloylamino]-propionyl}-pyrrolidine-2-carboxylic acid

Conditions

Conditions	Yield
With sodium carbonate In water; acetonitrile for 2h; Heating;	40%

: 13485-59-1
L-alanyl-L-proline

: 124211-85-4
2-phenyl-4-(5-ethoxycarbonyl-2-methylthio-4-pyrimidinylamino)methylene-5(4H)-oxazolone

: 4-{(Z)-2-Benzoylamino-2-[(S)-2-((S)-2-carboxy-pyrrolidin-1-yl)-1-methyl-2-oxo-ethylcarbamoyl]-vinylamino}-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With sodium carbonate In water; acetonitrile for 2h; Heating;	39%

: 13485-59-1
L-alanyl-L-proline

: 124594-30-5
2-phenyl-4-(4-chloro-6-methyl-2-pyrimidinylamino)methylene-5(4H)-oxazolone

: (S)-1-{(S)-2-[(Z)-2-Benzoylamino-3-(4-chloro-6-methyl-pyrimidin-2-ylamino)-acryloylamino]-propionyl}-pyrrolidine-2-carboxylic acid

Conditions

Conditions	Yield
With sodium carbonate In water; acetonitrile for 2h; Heating;	36%

: 7677-24-9
trimethylsilyl cyanide

: 13485-59-1
L-alanyl-L-proline

: 73365-02-3
tert-butoxycarbonyl-D-prolinal

: C19H30N4O5

Conditions

Conditions	Yield
With ammonium chloride In methanol at 25℃; for 36h;	36%

...Expand

: 13485-59-1
L-alanyl-L-proline

: pyrrolidino[1,2-a]-2,6-diazacycloheptane-1,5-dione

Conditions

Conditions	Yield
In acetic anhydride for 2.5h; Cyclization; Heating;	33%

: 104-53-0
3-phenyl-propionaldehyde

: 13485-59-1
L-alanyl-L-proline

: 151-50-8
potassium cyanide

: 138247-41-3
(S)-1-[(S)-2-(1-Cyano-3-phenyl-propylamino)-propionyl]-pyrrolidine-2-carboxylic acid

Conditions

Conditions	Yield
With acetic acid In methanol

...Expand

: 3598-60-5
4-phthalimidobutanal

: 13485-59-1
L-alanyl-L-proline

: 151-50-8
potassium cyanide

: (S)-1-{(S)-2-[1-Cyano-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butylamino]-propionyl}-pyrrolidine-2-carboxylic acid

Conditions

Conditions	Yield
With acetic acid In methanol for 48h;

...Expand

: 107-86-8
3,3-dimethyl acrylaldehyde

: 13485-59-1
L-alanyl-L-proline

: 151-50-8
potassium cyanide

: (S)-1-[(S)-2-(1-Cyano-3-methyl-but-2-enylamino)-propionyl]-pyrrolidine-2-carboxylic acid

Conditions

Conditions	Yield
With acetic acid In methanol for 48h;

...Expand

: 6542-76-3
2-(benzoylamino)acetaldehyde

: 13485-59-1
L-alanyl-L-proline

: 151-50-8
potassium cyanide

: (S)-1-[(S)-2-(2-Benzoylamino-1-cyano-ethylamino)-propionyl]-pyrrolidine-2-carboxylic acid

Conditions

Conditions	Yield
With acetic acid In methanol for 48h;
In methanol for 72h;

...Expand

: 50903-48-5
N-tert.butyloxycarbonyl-alanine pentafluorophenyl ester

: 13485-59-1
L-alanyl-L-proline

: 63769-98-2
N-tert-butyloxycarbonyl-alanyl-alanyl-proline

Conditions

Conditions	Yield
In 1,4-dioxane for 24h;

: 64920-29-2
2-oxo-4-phenylbutanoic acid ethyl ester

: 13485-59-1
L-alanyl-L-proline

A: 75847-73-3
enalapril

B: 76420-74-1
enalapril

Conditions

Conditions	Yield
nickel Product distribution; var. catalysts and reducing agents, diastereomeric ratio;
With 3 A molecular sieve; hydrogen; nickel In ethanol at 23 - 28℃; under 2068.6 Torr; for 18h; Title compound not separated from byproducts;
With potassium fluoride; 3 A molecular sieve; hydrogen; acetic acid; nickel In ethanol at 22℃; under 760 Torr; for 18h; Yield given; Yields of byproduct given;

...Expand

: 64920-29-2
2-oxo-4-phenylbutanoic acid ethyl ester

: 13485-59-1
L-alanyl-L-proline

: 90414-32-7
(S)-1-{(S)-2-[1-Ethoxycarbonyl-3-phenyl-prop-(E)-ylideneamino]-propionyl}-pyrrolidine-2-carboxylic acid

Conditions

Conditions	Yield
With 4 A molecular sieve In ethanol

: 13485-59-1
L-alanyl-L-proline

: 69610-41-9
Boc-L-Pro-H

: 151-50-8
potassium cyanide

: C19H30N4O5

Conditions

Conditions	Yield
In methanol for 96h;

...Expand

: 13485-59-1
L-alanyl-L-proline

: 72155-45-4
Boc-L-phenylalaninal

: 151-50-8
potassium cyanide

: 94670-41-4, 94730-84-4
(S)-1-[(S)-2-((S)-2-tert-Butoxycarbonylamino-1-cyano-3-phenyl-propylamino)-propionyl]-pyrrolidine-2-carboxylic acid

Conditions

Conditions	Yield
With acetic acid In methanol for 72h;

...Expand

: 13485-59-1
L-alanyl-L-proline

: 151-50-8
potassium cyanide

: 130944-47-7
3-[(tert-butoxycarbonyl)amino]-4-phenylbutanaldehyde

: (S)-1-[(S)-2-((S)-3-tert-Butoxycarbonylamino-1-cyano-4-phenyl-butylamino)-propionyl]-pyrrolidine-2-carboxylic acid

Conditions

Conditions	Yield
With acetic acid In methanol for 48h;

...Expand

: 13485-59-1
L-alanyl-L-proline

: 151-50-8
potassium cyanide

: 94670-46-9
(3S)-3-benzamido-4-phenylbutanal

: (S)-1-[(S)-2-((S)-3-Benzoylamino-1-cyano-4-phenyl-butylamino)-propionyl]-pyrrolidine-2-carboxylic acid

Conditions

Conditions	Yield
With acetic acid In methanol for 72h;

...Expand

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

Product Name

L-Alanyl-L-proline

Synthetic route

L-Alanyl-L-proline Specification

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