CAS No.37675-18-6,Ethyl (3S)-piperidine-3-carboxylate Suppliers

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Basic Information

Molecular Structure:
CAS No.:	37675-18-6
Name:	Ethyl (3S)-piperidine-3-carboxylate
Article Data:	16
Cas Database

Formula:	C₈H₁₅NO₂
Molecular Weight:	157.213
Synonyms:	3-Piperidinecarboxylicacid, ethyl ester, (S)-;(+)-Ethyl nipecotate;(S)-(+)-Ethyl nipecotate;(S)-Ethyl nipecotate;Ethyl(S)-3-piperidinecarboxylate;Ethyl (S)-nipecotate;3-Piperidinecarboxylicacid, ethyl ester, (3S)-;
EINECS:	609-464-4
Density:	1.003 g/cm³
Boiling Point:	238.6 °C at 760 mmHg
Flash Point:	90.6 °C
Appearance:	liquid
Hazard Symbols:	Xi
Risk Codes:	36/37/38-41
Safety:	26-36/37/39-39-36
PSA:	38.33000
LogP:	0.87790

Synthetic route

: (S)-ethyl nipecotate (S,S)-hydrogen tartrate

: 37675-18-6
(S)-(+)-nipecotic acid ethyl ester

Conditions

Conditions	Yield
With sodium hydroxide In water at 0℃;	89%
With sodium hydroxide In water at 0℃;	89%
In water at 0℃; pH=13; Decomposition;	65%
With sodium hydroxide In water

: 183316-65-6
C4H6O6*C8H15NO2

: 37675-18-6
(S)-(+)-nipecotic acid ethyl ester

Conditions

Conditions	Yield
With sodium hydroxide In water	89%

: 71962-74-8
Ethyl nipecotate

A: 25137-01-3
(R)-ethyl nipecotate

B: 37675-18-6
(S)-(+)-nipecotic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: Ethyl nipecotate With L-Tartaric acid Stage #2: With potassium carbonate	A 20% B n/a
With L-Tartaric acid In ethanol; acetone at 20℃; resolution;
With L-Tartaric acid In ethanol Resolution of racemate; optical yield given as %ee;
With L-Tartaric acid Resolution of racemate;

: 71962-74-8
Ethyl nipecotate

: 37675-18-6
(S)-(+)-nipecotic acid ethyl ester

Conditions

Conditions	Yield
With D-tartaric acid
Resolution of racemate;

: 174699-11-7
(3S)-Piperidine-1,3-dicarboxylic acid 1-benzyl ester 3-ethyl ester

: 37675-18-6
(S)-(+)-nipecotic acid ethyl ester

Conditions

Conditions	Yield
With hydrogen; acetic acid; palladium on activated charcoal In ethanol for 3h;

: 868632-22-8
(4R)-3-({(3S)-1-[(benzyloxy)carbonyl]piperidin-3-yl}carbonyl)-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

: 37675-18-6
(S)-(+)-nipecotic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 85 percent / H2O2; LiOH*H2O / tetrahydrofuran; H2O / 4 h / 0 °C 2: rac. camphersulfonic acid / 15 h / Heating 3: H2; AcOH / Pd/C / ethanol / 3 h View Scheme

: 4509-90-4
5-bromovaleroyl chloride

: 37675-18-6
(S)-(+)-nipecotic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: BuLi / tetrahydrofuran / 0.17 h / -30 °C 1.2: 87 percent / tetrahydrofuran / 2 h / 0 °C 2.1: TiCl4; Et3N / CH2Cl2 / 0.5 h / -15 °C 2.2: TiCl4 / CH2Cl2 / 3 h / 0 °C 3.1: 80 percent / NaH; Bu4NI / dimethylformamide / 3 h / 70 °C 4.1: 85 percent / H2O2; LiOH*H2O / tetrahydrofuran; H2O / 4 h / 0 °C 5.1: rac. camphersulfonic acid / 15 h / Heating 6.1: H2; AcOH / Pd/C / ethanol / 3 h View Scheme

Yield

Multi-step reaction with 6 steps
1.1: BuLi / tetrahydrofuran / 0.17 h / -30 °C
1.2: 87 percent / tetrahydrofuran / 2 h / 0 °C
2.1: TiCl4; Et3N / CH2Cl2 / 0.5 h / -15 °C
2.2: TiCl4 / CH2Cl2 / 3 h / 0 °C
3.1: 80 percent / NaH; Bu4NI / dimethylformamide / 3 h / 70 °C
4.1: 85 percent / H2O2; LiOH*H2O / tetrahydrofuran; H2O / 4 h / 0 °C
5.1: rac. camphersulfonic acid / 15 h / Heating
6.1: H2; AcOH / Pd/C / ethanol / 3 h
View Scheme

: 88466-74-4
(3S)-1-phenylmethoxycarbonylpiperidine-3-carboxylic acid

: 37675-18-6
(S)-(+)-nipecotic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: rac. camphersulfonic acid / 15 h / Heating 2: H2; AcOH / Pd/C / ethanol / 3 h View Scheme

: 637337-43-0
(4R)-3-(5-bromo-1-oxopentyl)-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

: 37675-18-6
(S)-(+)-nipecotic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: TiCl4; Et3N / CH2Cl2 / 0.5 h / -15 °C 1.2: TiCl4 / CH2Cl2 / 3 h / 0 °C 2.1: 80 percent / NaH; Bu4NI / dimethylformamide / 3 h / 70 °C 3.1: 85 percent / H2O2; LiOH*H2O / tetrahydrofuran; H2O / 4 h / 0 °C 4.1: rac. camphersulfonic acid / 15 h / Heating 5.1: H2; AcOH / Pd/C / ethanol / 3 h View Scheme

: 637337-59-8
(4R)-3-[(2S)-2-({[(benzyloxy)carbonyl]amino}methyl)-5-bromo-1-oxopentyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

: 37675-18-6
(S)-(+)-nipecotic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 80 percent / NaH; Bu4NI / dimethylformamide / 3 h / 70 °C 2: 85 percent / H2O2; LiOH*H2O / tetrahydrofuran; H2O / 4 h / 0 °C 3: rac. camphersulfonic acid / 15 h / Heating 4: H2; AcOH / Pd/C / ethanol / 3 h View Scheme

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Chemistry

Molecular Structure of Ethyl (3S)-piperidine-3-carboxylate (CAS NO.37675-18-6):

IUPAC Name: Ethyl (3S)-piperidine-3-carboxylate
Canonical SMILES: CCOC(=O)C1CCCNC1
Isomeric SMILES: CCOC(=O)[C@H]1CCCNC1
InChI: InChI=1S/C8H15NO2/c1-2-11-8(10)7-4-3-5-9-6-7/h7,9H,2-6H2,1H3/t7-/m0/s1
InChIKey: XIWBSOUNZWSFKU-ZETCQYMHSA-N
Molecular Weight: 157.2102 [g/mol]
Molecular Formula: C₈H₁₅NO₂
XLogP3: 0.1
H-Bond Donor: 1
H-Bond Acceptor: 3
Index of Refraction: 1.448
Molar Refractivity: 41.99 cm³
Molar Volume: 156.6 cm³
Surface Tension: 32 dyne/cm
Density: 1.003 g/cm³
Flash Point: 90.6 °C
Enthalpy of Vaporization: 47.55 kJ/mol
Boiling Point: 238.6 °C at 760 mmHg
Vapour Pressure: 0.042 mmHg at 25 °C
storage temp.: Refrigerator
Product Categories: Nitrogen cyclic compounds; Piperidine; Heterocyclic Compounds; Chiral Building Blocks; Esters (Chiral); Synthetic Organic Chemistry

Safety Profile

Safety Information of Ethyl (3S)-piperidine-3-carboxylate (CAS NO.37675-18-6):
Hazard Codes: Irritant Xi
Risk Statements: 36/37/38-41
R36/37/38:Irritating to eyes, respiratory system and skin.
R41:Risk of serious damage to the eyes.
Safety Statements: 26-36/37/39-39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S39:Wear eye / face protection.
S36:Wear suitable protective clothing.

Specification

Ethyl (3S)-piperidine-3-carboxylate (CAS NO.37675-18-6), its Synonyms are 3-Piperidinecarboxylicacid, ethyl ester, (S)- ; (+)-Ethyl nipecotate ; (S)-(+)-Ethyl nipecotate ; (S)-Ethyl nipecotate ; Ethyl(S)-3-piperidinecarboxylate .