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3105-95-1

Basic Information
CAS No.: 3105-95-1
Name: 2-Piperidinecarboxylicacid, (2S)-
Molecular Structure:
Molecular Structure of 3105-95-1 (2-Piperidinecarboxylicacid, (2S)-)
Formula: C6H11NO2
Molecular Weight: 129.16
Synonyms: 2-Piperidinecarboxylicacid, (S)-;Pipecolic acid, (S)-(-)- (8CI);(-)-Pipecolic acid;(S)-(-)-2-Piperidinecarboxylic acid;(S)-(-)-Pipecolic acid;(S)-Pipecolinic acid;(S)-Piperidine-2-carboxylic acid;L-Piperidine-2-carboxylic acid;NSC 93089;
EINECS: 221-462-1
Density: 1.125 g/cm3
Melting Point: 272 °C(lit.)
Boiling Point: 265.766 °C at 760 mmHg
Flash Point: 114.532 °C
Solubility: Soluble in water
Appearance: white to light yellow crystal powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-24/25
Transport Information:
PSA: 49.33000
LogP: 0.54190
Synthetic route
923-27-3

D-lysine

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With porcine kidney D-amino acid oxidase; Pseudomonas putida N-methyl-L-amino acid dehydrogenase; Tris buffer; flavin adenine dinucleotide; catalase In various solvent(s) at 30℃; for 24h; pH=5.1 - 7.6;100%
123495-48-7

(S)-(-)-2-piperidinecarboxylic acid ethyl ester hydrochloride

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With hydrogenchloride; water at 90℃; for 6h;100%
28697-11-2

(S)-1-(carbobenzyloxy)-2-piperidinecarboxylic acid

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol under 2327.2 Torr; for 6h; Ambient temperature;94%

C16H26N2O3S

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran at 0℃; for 3h; Reagent/catalyst;93.2%
290333-69-6

(4S,9aS)-4-phenylhexahydropyrido[2,1-c][1,4]oxazin-1-one

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With hydrogen; palladium dihydroxide In ethanol for 2h; Catalytic hydrogenation;91%
3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With sodium hydroxide at 120℃; for 3h;91%
56-87-1

L-lysine

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With bovine liver catalase; D-glucose; NADP In water at 30℃; for 17h; pH=7.5;90%
platinum(IV) oxide; Pt/titania In water for 44h; Irradiation; pH 9.7;33%
With lysine aminotransferase expressed by Escherichia coli JM109

C6H10N2

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With water; hydrogen bromide at 70℃; for 5h; Reagent/catalyst; Temperature;90%
56099-73-1

(2S)-1-(4-methylphenylsulfonyl)piperidine-2-carboxylic acid

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With sodium amalgam; sodium phosphate In methanol at 20℃; for 5h;80%
500131-75-9

(4R)-4-Phenylhexahydropyrido<2,1-c><1,4>oxazin-1-one

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol; acetic acid for 1h;70%
Conditions
ConditionsYield
With Amberlite IR-120 In water59%
4043-87-2

pipecolic Acid

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With porcine kidney D-amino acid oxidase; Pseudomonas putida N-methyl-L-amino acid dehydrogenase; Tris buffer; flavin adenine dinucleotide; catalase In various solvent(s) at 30℃; for 24h; pH=8.0;50%
With D-tartaric acid
625824-32-0

(3S,5S)-2,3,5,6-tetrahydro-3-(4-bromobutyl)-5-phenyl-N-(benzyloxycarbonyl)-4H-1,4-oxazine-2-one

A

327-57-1

L-Norleucine

B

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With hydrogen; trifluoroacetic acid; palladium on activated charcoal In methanol under 2844.31 Torr; for 24h;A 12%
B 45%
227185-30-0

N-acetyl-DL-2-amino-6-bromohexanoic acid

A

3105-95-1

pipecolinic acid

B

849758-49-2

N-acetyl-D-2-amino-6-bromohexanoic acid

C

N-acetyl-L-2-amino-6-bromohexanoic acid

Conditions
ConditionsYield
With sodium hydroxide; Aspergillus L-aminoacylase; cobalt(II) chloride In water at 38℃; for 24h; pH=7;A 35%
B n/a
C n/a
19889-77-1

(RS)-piperidine-2-carboxamide

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With air; D-glucose; Pseudomonas fluorescens DSM 9924 cells; yeast extract at 30℃;20%
117614-90-1

(2S,3'S,5'R,6'R)-6'-(3-Carboxy-propyl)-[2,3']bipiperidinyl-5'-carboxylic acid

A

3105-95-1

pipecolinic acid

B

107-95-9

3-amino propanoic acid

C

56-12-2

4-amino-n-butyric acid

Conditions
ConditionsYield
With chromium(VI) oxide In sulfuric acid at 100℃; for 6h;A 9%
B n/a
C n/a
31456-71-0

(2S)-1,2,3,6-tetrahydropyridine-2-carboxylic acid

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With methanol; platinum Hydrogenation;
98-98-6

2-Picolinic acid

A

3105-95-1

pipecolinic acid

B

1723-00-8

(R)-(+)-pipecolic acid

Conditions
ConditionsYield
With hydrogen
692-04-6

H-Lys(acetyl)-OH

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
platinum(IV) oxide; Pt/titania In water for 24h; Irradiation; pH 5.8;17 % Chromat.
156-86-5

L-homoarginine

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
platinum(IV) oxide; Pt/titania In water for 24h; Irradiation; pH 5.7;43 % Chromat.
1190-49-4, 121080-96-4

N-6-(aminocarbonyl)-L-lysine

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
platinum(IV) oxide; Pt/titania In water for 17h; Irradiation; pH 7.3;38 % Chromat.
2418-95-3

(S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
platinum(IV) oxide; Pt/titania In water for 41h; Irradiation; pH 4.6;11 % Chromat.
1190-48-3

Nε-formyl-(2S)-lysine

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
platinum(IV) oxide; Pt/titania In water for 47h; Irradiation; pH 6.6;8 % Chromat.
657-27-2, 10098-89-2

L-Lysine hydrochloride

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With sodium nitroprusside; sodium hydroxide In water at 60℃; for 4h; pH=9.5; Yield given;
at 37℃; for 20h; pH=7; Enzymatic reaction;n/a
104987-11-3

Tacrolimus

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With hydrogenchloride Heating;
53123-88-9

(22E,24E,26E,27E,29R,30S,31R,32R,34S,36S,38S,39S,40S,41R,50R)-40,50-dihydroxy-39-[(1R)-2-[(1S,3R,4R)-4-hydroxy-3-methoxy-cyclohexyl]-1-methyl-ethyl]-38,41-dimethoxy-29,30,31,32,42,43-hexamethyl-60,61-dioxa-51-azatricyclohexatriaconta-22,24,26(42),27(43)-tetraene-44,45,46,47,48-pentone

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With hydrogenchloride In methanol for 32h;
32559-18-5

methyl piperidine-2-carboxylate hydrochloride

A

3105-95-1

pipecolinic acid

B

1723-00-8

(R)-(+)-pipecolic acid

Conditions
ConditionsYield
With Aspergillus niger lipase Product distribution; enantioselectivity, different pH, enzyme assay, other pipecolate esters;
56879-47-1, 112241-70-0, 119593-44-1, 122088-79-3

(2R,3R)-3-hydroxypiperidine-1-carboxylic acis

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
With phosphorus; hydrogen iodide at 140℃; for 5h;

n-octyl 2-piperidinecarboxylate hydrochloride

A

(R)-Octyl-2-pipecolate hydrochloride

B

3105-95-1

pipecolinic acid

Conditions
ConditionsYield
Aspergillus niger lipase for 3h;
50-00-0

formaldehyd

3105-95-1

pipecolinic acid

41447-18-1

(-)-(2S)-1-methylpiperidine-2-carboxylic acid

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol under 836.056 Torr; for 24h;100%
With hydrogen; palladium on activated charcoal In methanol; water for 42h;
1217-89-6

1-benzylisatin

13672-24-7

ethyl (2E)-(1-benzyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene)acetate

3105-95-1

pipecolinic acid

C39H37N3O4

Conditions
ConditionsYield
In ethanol at 20℃; for 2h; diastereoselective reaction;99%
24424-99-5

di-tert-butyl dicarbonate

3105-95-1

pipecolinic acid

26250-84-0

(S)-(-)-1-(tert-butoxycarbonyl)-2-piperidinecarboxylic acid

Conditions
ConditionsYield
With TEA In methanol a) 50 deg C, 5 min, b) RT, 1 h;98%
95%
With sodium hydrogencarbonate In tetrahydrofuran; water at 25℃; Inert atmosphere;95.8%
67-56-1

methanol

3105-95-1

pipecolinic acid

18650-39-0

(S)-methyl pipecolinate hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 20℃; for 48h;97.5%
With thionyl chloride at 0 - 20℃; for 10.58h;95%
With thionyl chloride at 0 - 20℃;92%
79-22-1

methyl chloroformate

3105-95-1

pipecolinic acid

216301-92-7

(S)-(-)-[(N-methoxycarbonyl)piperidine]-2-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; pH=8 - 9; Acylation;97%
With sodium hydroxide In water66%
With sodium hydroxide In water66%
123-72-8

butyraldehyde

3105-95-1

pipecolinic acid

(2S)-1-butylpiperidine-2-carboxylic acid

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In ethanol at 20℃; Solvent; Reagent/catalyst;96.8%
Stage #1: butyraldehyde; pipecolinic acid With trifluoroacetic acid In methanol at 20℃; for 1h;
Stage #2: With sodium cyanoborohydride In methanol at 30 - 40℃; for 6h; Reagent/catalyst; Concentration;
65%
3105-95-1

pipecolinic acid

741633-48-7

(S)-Piperidine-2-carbonyl chloride

Conditions
ConditionsYield
With thionyl chloride In ethanol95%
Multi-step reaction with 2 steps
1: NaOH / H2O / 0 °C
2: SOCl2 / CH2Cl2 / 24 h / Ambient temperature
View Scheme
Stage #1: pipecolinic acid With thionyl chloride In methanol at -20℃; Reflux;
Stage #2: With triethylamine In ethyl acetate at 20℃;
With thionyl chloride In dichloromethane at 20℃;
3105-95-1

pipecolinic acid

41373-39-1

(S)-pipecolinol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 14h; Reflux; Inert atmosphere;95%
With lithium aluminium tetrahydride In tetrahydrofuran for 8h; Reflux;90%
Stage #1: pipecolinic acid With dimethylsulfide borane complex; boron trifluoride diethyl etherate In tetrahydrofuran at 0℃; Reflux;
Stage #2: With hydrogenchloride; methanol In water at 0℃; Reflux;
80%
64-17-5

ethanol

3105-95-1

pipecolinic acid

22328-78-5

(S)-piperidine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: pipecolinic acid With thionyl chloride at 20 - 23℃; for 16h; Inert atmosphere;
Stage #2: ethanol for 6h; Inert atmosphere;
95%
With thionyl chloride for 4h; Reflux;90%
With thionyl chloride at 70℃; for 12h;
50-00-0

formaldehyd

C36H36O20S4(4-)*4Na(1+)

3105-95-1

pipecolinic acid

C64H80N4O28S4(4-)*4Na(1+)

Conditions
ConditionsYield
In water at 20℃; for 336h; Inert atmosphere;95%

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

3105-95-1

pipecolinic acid

[R(Ru)S(C), S(Ru)S(C)]-[(η6-p-cymene)Ru[(L)-2-piperidinecarboxylato]chloride] hydrate

Conditions
ConditionsYield
In methanol mixed, stirred for 2 h, filtered, evaptd.(vac.), redissolved, pptd.(diethylether), filtered off, washed(diethylether), dried(vac.); elem. anal.;94%
59938-06-6

(E)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one

3105-95-1

pipecolinic acid

(S)-1-(E)-(4,4,4-trifluoro-3-oxo-1-butenyl)piperidine-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: (E)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one; pipecolinic acid With sodium hydrogencarbonate In water
Stage #2: Acidic conditions;
91%
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

3105-95-1

pipecolinic acid

(S)-Piperidine-2-carboxylic acid 2,5-dioxo-pyrrolidin-1-yl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane90%
501-53-1

benzyl chloroformate

3105-95-1

pipecolinic acid

28697-11-2

(S)-1-(carbobenzyloxy)-2-piperidinecarboxylic acid

Conditions
ConditionsYield
With sodium carbonate In 1,3-dioxane; water89%
With sodium carbonate In 1,4-dioxane; water89%
With sodium hydroxide for 6h; Ambient temperature;
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 4h;
With sodium hydroxide In water at 0℃; for 4h;
1228538-77-9

6,8-dichloro-3-nitro-2-phenyl-2H-chromene

91-56-5

indole-2,3-dione

3105-95-1

pipecolinic acid

C28H23Cl2N3O4

Conditions
ConditionsYield
In ethanol for 2h; Reflux; stereoselective reaction;89%
58632-95-4

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

3105-95-1

pipecolinic acid

26250-84-0

(S)-(-)-1-(tert-butoxycarbonyl)-2-piperidinecarboxylic acid

Conditions
ConditionsYield
With triethylamine In water; acetone88%
87-62-7

2,6-dimethylaniline

3105-95-1

pipecolinic acid

27262-40-4

(S)-2',6'-pipecoloxylidide

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 20℃; for 12h;88%
Stage #1: pipecolinic acid With hydrogenchloride; thionyl chloride In N,N-dimethyl-formamide; toluene at 55℃; for 3h;
Stage #2: 2,6-dimethylaniline With hydrogenchloride In N,N-dimethyl-formamide; toluene at 55℃; for 3h;
88%
Stage #1: pipecolinic acid With hydrogenchloride In 1,4-dioxane; toluene for 1h;
Stage #2: 2,6-dimethylaniline With trichlorophosphate In 1,4-dioxane; toluene at 20℃;
Stage #3: With sodium hydroxide In 1,4-dioxane; water; toluene pH=6 - 11;
60%
Stage #1: 2,6-dimethylaniline; pipecolinic acid With methanesulfonyl chloride In tetrahydrofuran at 50℃;
Stage #2: With sodium hydroxide In tetrahydrofuran; water pH=4 - 9;
42%
Stage #1: pipecolinic acid With hydrogenchloride; thionyl chloride In chloroform; water; N,N-dimethyl-formamide; toluene at 40℃; for 3h; pH=2; Sonication; Inert atmosphere;
Stage #2: 2,6-dimethylaniline In chloroform; N,N-dimethyl-formamide; toluene at 45℃; for 1.2h; pH-value; Temperature; Wavelength; Sonication;
57543-84-7

2-phenyl-3-nitro-2H-chromene

91-56-5

indole-2,3-dione

3105-95-1

pipecolinic acid

C28H25N3O4

Conditions
ConditionsYield
In ethanol for 2h; Reflux; stereoselective reaction;88%
57543-85-8

6-chloro-3-nitro-2-phenyl-2H-chromene

91-56-5

indole-2,3-dione

3105-95-1

pipecolinic acid

C28H24ClN3O4

Conditions
ConditionsYield
In ethanol for 2h; Reflux; stereoselective reaction;88%
23901-60-2

4-benzylidene-3-methyl-1-phenylpyrazolone

100-52-7

benzaldehyde

3105-95-1

pipecolinic acid

(1S,2R,3R,8aS)-3'-methyl-1',2,3-triphenyl-2,3,6,7,8,8a-hexahydro-5H-spiro[indolizine-1,4'-pyrazol]-5'(1'H)-one

Conditions
ConditionsYield
In chloroform at 75℃; for 1h; Sealed tube; Inert atmosphere; Molecular sieve;88%
1282512-46-2

9-bromo-2-(1-isopropyl-1H-1,2,4-triazol-5-yl)-5,6-dihydrobenzo-[f ]imidazo[1,2-d][1,4]oxazepine

3105-95-1

pipecolinic acid

1-[2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diaza-benzo[e]azulen-8-yl]-piperidine-2-(S)-carboxylic acid

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; methyl pyridine-2-carboxylate In dimethyl sulfoxide at 80℃; for 24h;87%
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    3105-95-1

    L(-)-Pipecolinic acid CAS:3105-95-1

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    Product Name: L-PIPECOLINIC ACID Synonyms: RARECHEM BK PT F201;(S)-(-)-2-PIPERIDINECARBOXYLIC ACID;(S)-2-PIPERIDINECARBOXYLIC ACID;S-(-)-PIPECOLINIC ACID;(S)-(-)-PIPECOLI

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    Business Type:Lab/Research institutions

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    Address:Room1701, Tianxing Building,Licheng district, jinan, Shandong, China

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    Address:Room 435, 4th floor, Building 9, No. 2568 Gudai Road,Minhang District, Shanghai,

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The L-Pipecolinic acid, with the CAS registry number 3105-95-1, is also known as 2-Piperidinecarboxylic acid, (S)-. It belongs to the product categories of Amino Acids and Derivatives; Chiral; Chiral Reagent; Chiral Compound; Chiral Reagents; Heterocycles; Amino Acids & Derivatives; Intermediates. Its EINECS registry number is 221-462-1. This chemical's molecular formula is C6H11NO2 and molecular weight is 129.16. What's more, both its IUPAC name and systematic name are the same which is called (2S)-Piperidine-2-carboxylic acid. It should be stored in a cool, dry and well-ventilated place.

Physical properties about L-Pipecolinic acid are: (1)ACD/LogP: 0.243; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.26; (4)ACD/LogD (pH 7.4): -2.26; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 49.33 Å2; (13)Index of Refraction: 1.479; (14)Molar Refractivity: 32.514 cm3; (15)Molar Volume: 114.736 cm3; (16)Polarizability: 12.89×10-24cm3; (17)Surface Tension: 40.30 dyne/cm; (18)Density: 1.126 g/cm3; (19)Flash Point: 114.532 °C; (20)Enthalpy of Vaporization: 55.448 kJ/mol; (21)Boiling Point: 265.766 °C at 760 mmHg; (22)Vapour Pressure: 0.0030 mmHg at 25 °C.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. Therefore, you should wear suitable protective clothing and avoid contacting with skin and eyes. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(O)[C@H]1NCCCC1
(2) InChI: InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/t5-/m0/s1
(3) InChIKey: HXEACLLIILLPRG-YFKPBYRVSA-N