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Name	N-Boc-pyrroline	EINECS	N/A
CAS No.	73286-70-1	Density	1.056 g/cm³
PSA	29.54000	LogP	1.73120
Solubility	Slightly soluble in water.	Melting Point	40.0 to 44.0 °C
Formula	C₉H₁₅NO₂	Boiling Point	219.889 °C at 760 mmHg
Molecular Weight	169.224	Flash Point	86.786 °C
Transport Information	N/A	Appearance	White to yellow low melting solid or liquid
Safety	26	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	1-(tert-Butoxycarbonyl)-3-pyrroline;1-t-Butoxycarbonyl-3-pyrroline;1-tert-Butoxycarbonylpyrroline;1-tert-Butyloxycarbonyl-3-pyrroline;2,5-Dihydro-1H-pyrrole-1-carboxylic acid1,1-dimethylethyl ester;2,5-Dihydro-1H-pyrrole-1-carboxylic acid tert-butyl ester;2,5-Dihydropyrrole-1-carboxylic acid tert-butyl ester;N-Boc-2,5-dihydropyrrole;tert-Butyl3-pyrroline-1-carboxylate;	Article Data	81

N-Boc-pyrroline Synthetic route

: 109-96-6
3-Pyrroline

: 24424-99-5
di-tert-butyl dicarbonate

: 73286-70-1
N-(tert-butoxycarbonyl)-3-pyrroline

Conditions

Conditions	Yield
In tetrahydrofuran; water at 0 - 20℃; for 3.16667h;	100%
In dichloromethane at 0 - 20℃; Inert atmosphere;	100%
In dichloromethane at 0 - 20℃; for 18.58h; Inert atmosphere;	100%

: 151259-38-0
tert-butyl diallylcarbamate

: 73286-70-1
N-(tert-butoxycarbonyl)-3-pyrroline

Conditions

Conditions	Yield
With Hoveyda-Grubbs catalyst second generation In toluene at 50℃; for 8h; Glove box;	99%
With Grubbs catalyst first generation In dichloromethane for 2h; Inert atmosphere; Reflux;	99%
[RuCl2(=CHCH3)(PCy3)2] In dichloromethane at 20℃; for 15h;	98%

: 109-96-6
3-Pyrroline

: 1070-19-5
N-(tert-butyloxycarbonyl) azide

: 73286-70-1
N-(tert-butoxycarbonyl)-3-pyrroline

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water at 50℃; for 15h;	87.5%

: 109-96-6
3-Pyrroline

: 24424-99-5
di-tert-butyl dicarbonate

A: 73286-70-1
N-(tert-butoxycarbonyl)-3-pyrroline

B: 86953-79-9
tert-butyl pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With pyrrolidine; sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 24h;	A 87% B n/a
In ethyl acetate at 0 - 20℃;	A 63% B 37%
In ethyl acetate at 0 - 10℃;

: 24424-99-5
di-tert-butyl dicarbonate

: 63468-63-3
2,5-dihydro-1H-pyrrole hydrochloride

: 73286-70-1
N-(tert-butoxycarbonyl)-3-pyrroline

Conditions

Conditions	Yield
With triethylamine In methanol at 0 - 20℃;	85%

: 24424-99-5
di-tert-butyl dicarbonate

poly(ethylene glycol)-3400 bis[p-({2-[(2,5-dihydro-1H-pyrrol-1-yl)sulfonyl]ethyl}dimethylsilyl)phenyl] ether: poly(ethylene glycol)-3400 bis[p-({2-[(2,5-dihydro-1H-pyrrol-1-yl)sulfonyl]ethyl}dimethylsilyl)phenyl] ether

: 73286-70-1
N-(tert-butoxycarbonyl)-3-pyrroline

Conditions

Conditions	Yield
With cesium fluoride In N,N-dimethyl-formamide at 110℃;	80%

: 1211531-07-5
tert-butyl di(but-3-en-1-yl)carbamate

: 73286-70-1
N-(tert-butoxycarbonyl)-3-pyrroline

Conditions

Conditions	Yield
With Grubbs catalyst first generation In dichloromethane at 20℃; for 17h;	73%

: 1476-11-5
Z-1,4-dichlorobutene

: 4248-19-5
tert-butyl carbamate

: 73286-70-1
N-(tert-butoxycarbonyl)-3-pyrroline

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20 - 50℃; for 5.66667h;	60%
With sodium hydride In N,N-dimethyl-formamide	57%
Stage #1: tert-butyl carbazate With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1.25h; Stage #2: Z-1,4-dichlorobutene In N,N-dimethyl-formamide; mineral oil at 80℃; for 5h;

: 215791-95-0
tert-butyl thiomorpholine-4-carboxylic acid-1,1-dioxide

: 73286-70-1
N-(tert-butoxycarbonyl)-3-pyrroline

Conditions

Conditions	Yield
With 1,2-dibromo-1,1,2,2-tetrachloroethane; alumina-supported potassium hydroxide In tetrahydrofuran; tert-butyl alcohol at 20℃; for 4h; Ramberg-Baecklund Rearrangement;	52%

: 1476-11-5
Z-1,4-dichlorobutene

: 73286-70-1
N-(tert-butoxycarbonyl)-3-pyrroline

Conditions

Conditions	Yield
Stage #1: tert-butyl carbazate With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: Z-1,4-dichlorobutene In N,N-dimethyl-formamide at 20 - 65℃; for 20.25h;	51%

N-Boc-pyrroline Chemical Properties

Molecule structure of N-Boc-3-pyrroline (CAS NO.73286-70-1):

IUPAC Name: tert-Butyl 2,5-dihydropyrrole-1-carboxylate
Molecular Weight: 169.2209 g/mol
Molecular Formula: C₉H₁₅NO₂
Density: 1.055 g/cm³
Boiling Point: 219.9 °C at 760 mmHg
Flash Point: 86.8 °C
Index of Refraction: 1.491
Molar Refractivity: 46.43 cm³
Molar Volume: 160.2 cm³
Polarizability: 18.4×10^-24 cm³
Surface Tension: 37.5 dyne/cm
Enthalpy of Vaporization: 45.63 kJ/mol
Vapour Pressure: 0.116 mmHg at 25 °C
XLogP3-AA: 1.3
H-Bond Acceptor: 2
Rotatable Bond Count: 2
Exact Mass: 169.110279
MonoIsotopic Mass: 169.110279
Topological Polar Surface Area: 29.5
Heavy Atom Count: 12
Complexity: 195
Canonical SMILES: CC(C)(C)OC(=O)N1CC=CC1
InChI: InChI=1S/C9H15NO2/c1-9(2,3)12-8(11)10-6-4-5-7-10/h4-5H,6-7H2,1-3H3
InChIKey: YEBDZDMYLQHGGZ-UHFFFAOYSA-N
Product Categories: Pyrrolidine series; Pyrroles & Indoles; Pyrroles & Indoles

N-Boc-pyrroline Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3

N-Boc-pyrroline Specification

N-Boc-3-pyrroline (CAS NO.73286-70-1) is also named as 1H-pyrrole-1-carboxylic acid, 2,5-dihydro-, 1,1-dimethylethyl ester ; 2,5-Dihydro-pyrrole-1-carboxylic acid tert-butyl ester ; 2-Methyl-2-propanyl 2,5-dihydro-1H-pyrrole-1-carboxylate ; tert-Butyl 2,5-dihydro-1H-pyrrole-1-carboxylate ; tert-Butyl-2,5-dihydro-1H-pyrrol-1-carboxylat ; 2,5-Dihydro-1H-pyrrole, N-BOC protected ; 3-Pyrroline, N-BOC protected . N-Boc-3-pyrroline (CAS NO.73286-70-1) is white to yellow low melting solid or liquid.

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