1-BOC-3-Pyrrolidinone supplier

Name
N-Boc-3-pyrrolidinone
EINECS 600-204-5
CAS No. 101385-93-7
Article Data37
CAS DataBase
Density 1.133 g/cm³
Solubility Insoluble in water.
Melting Point 34-38 °C(lit.)
Formula C₉H₁₅NO₃
Boiling Point 270.9 °C at 760 mmHg
Molecular Weight 185.223
Flash Point 117.6 °C
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 22-41-36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms 1,1-Dimethylethyl3-oxopyrrolidine-1-carboxylate;1-(tert-Butyloxycarbonyl)pyrrolidin-3-one;1-Pyrrolidinecarboxylicacid, 3-oxo-, 1,1-dimethylethyl ester;1-tert-Butoxycarbonyl-3-pyrrolidinone;3-Oxopyrrolidine-1-carboxylic acid tert-butyl ester;N-(tert-Butoxycarbonyl)-3-pyrrolidinone;N-tert-Butoxylcarbonyl-3-pyrrolidone;tert-Butyl 3-oxo-1-pyrrolidinecarboxylate;1-BOC-3-Pyrrolidinone;
PSA 46.61000
LogP 1.13420

Synthetic route

: 103057-44-9
N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -78℃; for 2.08333h; Stage #2: With triethylamine In dichloromethane at -78 - 20℃; for 3h;	100%
With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine In dichloromethane at -60 - 20℃; for 1.5h;	97%
With Dess-Martin periodane In dichloromethane	97%

: 101469-92-5
(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 48h;	81%
With Dess-Martin periodane In dichloromethane at 20℃; for 18h; Inert atmosphere;

: 775-16-6
N-benzyl-3-pyrrolidinone

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

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With hydrogen; palladium 10% on activated carbon In ethanol at 20℃; under 760.051 Torr;	79%

: 109431-87-0
(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 0.2h; Inert atmosphere;	77.3%
With Dess-Martin periodane In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;	77.3%
With pyridine-SO3 complex; triethylamine In dimethyl sulfoxide at 20℃;	34%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; triethylamine In acetone at 150℃; Flow reactor;	40 %Spectr.
With sulfur trioxide trimethylamine complex; triethylamine In dimethyl sulfoxide at 20℃; for 18h;

: 146256-98-6
4-oxo-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With water In dimethyl sulfoxide at 120 - 130℃; for 4h; Krapcho reaction;	70%
With 2,6-di-tert-butyl-4-methyl-phenol In water; dimethyl sulfoxide; toluene for 6h; Reagent/catalyst; Solvent;	10.8 g

: 186550-13-0
3-amino-1-(t-butoxycarbonyl)pyrrolidine

A: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

B: 147081-49-0
(R)-3-aminopyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With ω-transaminase from Alcaligenes denitrificans; pyridoxal 5'-phosphate; 2-oxo-propionic acid In sodium phosphate buffer at 37℃; for 7h; pH=8; kinetic resolution; Enzymatic reaction; enantioselective reaction;	A 44% B 39%

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

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / H2O; tetrahydrofuran / 20 °C 2: triethylamine; trioxide-trimethylamine complex / dimethylsulfoxide / 20 °C View Scheme
Multi-step reaction with 2 steps 1: NaHCO3 / tetrahydrofuran / 14 h 2: tetrapropylammonium perruthenate; NMO; 4A molecular sieves / CH2Cl2; acetonitrile / 1 h View Scheme
Multi-step reaction with 3 steps 1: CH2Cl2 / 1 h / 20 °C 2: NaOEt / ethanol / 3 h / Heating 3: 70 percent / H2O / dimethylsulfoxide / 4 h / 120 - 130 °C View Scheme

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

1.) NaH; 2.) SOCl2: 1.) NaH; 2.) SOCl2

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / H2O; tetrahydrofuran / 20 °C 2: DMSO; SO3*NMe3; triethylamine / 20 °C View Scheme

: 146256-97-5
3-(tert-butoxycarbonyl-ethoxycarbonylmethyl-amino)-propionic acid ethyl ester

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOEt / ethanol / 3 h / Heating 2: 70 percent / H2O / dimethylsulfoxide / 4 h / 120 - 130 °C View Scheme

: 58632-95-4
2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 79 percent / Et3N / dioxane; H2O / 2 h / Ambient temperature 2: 35 percent / PCC / CH2Cl2 / 4 h / Ambient temperature View Scheme

: 40499-83-0
pyrrolidin-3-ol

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 79-37-8
oxalyl dichloride

: 109431-87-0
(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane; water; dimethyl sulfoxide; ethyl acetate; benzene
With triethylamine In dichloromethane; water; dimethyl sulfoxide; ethyl acetate; benzene

: 79-37-8
oxalyl dichloride

: 103057-44-9
N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With dimethyl sulfoxide; triethylamine In tetrahydrofuran; water

: 775-16-6
N-benzyl-3-pyrrolidinone

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

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

: pyrrolidin-3-one sulfate

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: pyrrolidin-3-one sulfate With sodium hydroxide In water at 0℃; pH=Ca. 7; Inert atmosphere; Glovebox; Stage #2: di-tert-butyl dicarbonate In dichloromethane; water pH=9 - 10; Inert atmosphere; Glovebox;	564 mg

: 103-67-3
benzyl-methyl-amine

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 862906-27-2
tert-butyl 3-(benzyl(methyl)amino)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: benzyl-methyl-amine; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride In dichloromethane at 0 - 20℃; for 2h; Stage #2: With water; sodium hydrogencarbonate In dichloromethane	100%
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; Inert atmosphere;	76%
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 25℃;

: 61-54-1
tryptamine

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: spiro

Conditions

Conditions	Yield
Stage #1: tryptamine; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With acetic acid at 100℃; for 4.5h; Stage #2: With hydrogenchloride In 1,4-dioxane at 20℃;	100%

: 14490-05-2
7-methyltryptamine

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 8-methyl-2,3,4,9-tetrahydrospiro[β-carboline-1,3'-pyrrolidine] dihydrochloride

Conditions

Conditions	Yield
Stage #1: 7-methyltryptamine; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With acetic acid at 100℃; for 4.5h; Stage #2: With hydrogenchloride In 1,2-dioxacyclohexane at 20℃;	100%

: 1950-68-1
4-methoxybenzenesulfonyl hydrazide

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1510865-63-0
tert-butyl 3-(2-((4-methoxyphenyl)sulfonyl)-hydrazono)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
In methanol at 20℃; Schlenk technique;	100%

: 5927-18-4
trimethyl phosphonoacetate

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 441773-67-7
tert-butyl 3-(2-methoxy-2-oxoethylidene)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: trimethyl phosphonoacetate With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.333333h; Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran; mineral oil at 0 - 20℃; for 16h;	100%
Stage #1: trimethyl phosphonoacetate With potassium tert-butylate In tetrahydrofuran at 0℃; for 2.5h; Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran at 0℃; for 1h;	92.8%

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 103057-44-9
N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine

Conditions

Conditions	Yield
With sodium tetrahydroborate; ethanol at 0 - 20℃; for 4h;	99%
Stage #1: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tetrahydroborate In methanol at 0℃; for 0.25h; Stage #2: With hydrogenchloride; water In methanol pH=~ 9;	98.9%
With methanol; sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; for 0.666667h;	98%
With sodium tetrahydroborate In methanol at 25℃; for 1h;	91%
With sodium tetrahydroborate

: 1576-35-8
toluene-4-sulfonic acid hydrazide

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1510865-62-9
tert-butyl 3-(2-tosylhydrazono)-pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
In methanol at 20℃; Schlenk technique;	99%
In methanol at 20℃; Inert atmosphere;	92%

: 2-(5-amino-2',4'-dioxo-2,3-dihydrospiro[indene-1,5'-oxazolidine]-3'-yl)-N-((S)-1-cyclopropylethyl)-N-(4-fluorobenzyl)acetamide

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: tert-butyl 3-(3'-(2(((S)-1-cyclopropylethyl)(4-fluorobenzyl)amino)-2-oxoethyl)-2',4'-dioxo-2,3-dihydrospiro[indene-1,5'-oxazolidine]-5-ylamino)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In methanol at 20℃;	99%

: 20870-79-5
5-nitrooxindole

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: tert-butyl 3-(5-nitro-2-oxoindolin-3-ylidene)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With ammonia In methanol for 2h; Heating / reflux;	97%

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1066-54-2
trimethylsilylacetylene

: tert-butyl 3-hydroxy-3-((trimethylsilyl)ethynyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran at 20℃; for 0.666667h;	97%
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran; hexane at -78 - 20℃; for 1.33333h;	90%
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran; hexane at -78 - 20℃; for 1.33333h; Inert atmosphere;	90%

: 1415318-48-7
C14H16F3N3O3*C2HF3O2

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1415318-53-4
C23H31F3N4O5

Conditions

Conditions	Yield
Stage #1: C14H16F3N3O3*C2HF3O2; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With magnesium sulfate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 0.0833333h; Stage #2: With sodium tris(acetoxy)borohydride In tetrahydrofuran	95%

: 553677-82-0
2-Amino-4-methoxy-5-oxazol-5-yl-benzamide

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: tert-butyl-7'-methoxy-6'-(1,3-oxazol-5-yl)-4'-oxo-3',4'-dihydro-1H,1'H-spiro[pyrrolidine-3,2'-quinazoline]-1-carboxylate

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 80℃; for 3.5h;	94%

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 765-38-8
2-methyl-1-pyrrolidine

: 1146415-31-7
2-methyl-[1,3']bipyrrolidinyl-1'-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: 2-methyl-1-pyrrolidine With hydrogenchloride In diethyl ether; 1,2-dichloro-ethane Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; Stage #3: With water; sodium hydrogencarbonate In 1,2-dichloro-ethane	94%
Stage #1: 2-methyl-1-pyrrolidine With hydrogenchloride In diethyl ether; dichloromethane Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; Stage #3: With water; sodium hydrogencarbonate In 1,2-dichloro-ethane	94%
Stage #1: 2-methyl-1-pyrrolidine With hydrogenchloride In diethyl ether; 1,2-dichloro-ethane Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; Stage #3: With water; sodium hydrogencarbonate In 1,2-dichloro-ethane	94%
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; Inert atmosphere;	94%
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃;	84%

: 872-32-2
2-methyl-1H-pyrroline

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1146415-31-7
2-methyl-[1,3']bipyrrolidinyl-1'-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: 2-methyl-1H-pyrroline; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; Inert atmosphere; Stage #2: With sodium hydrogencarbonate In water; 1,2-dichloro-ethane	94%

: 101066-87-9
4-iodo-2-(trifluoromethyl)benzonitrile

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: tert-butyl 3-(4-cyano-3-(trifluoromethyl)phenyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.333333h; Stage #2: With N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at 20℃; for 1h; Stage #3: 4-iodo-2-(trifluoromethyl)benzonitrile Further stages;	94%

: 16182-15-3
2,4,6-trimethylbenzenesulfonohydrazide

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: tert-butyl (E)-3-(2-(mesitylsulfonyl)hydrazineylidene)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
In methanol at 20℃;	94%

: 773837-37-9
sodium cyanide

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 871115-54-7
HARV-120823-2

Conditions

Conditions	Yield
With ammonium acetate In methanol at 20℃;	93%

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 74-89-5
methylamine

: 454712-26-6
tert‐butyl 3‐(methylamino)pyrrolidine‐1‐carboxylate

Conditions

Conditions	Yield
Stage #1: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester; methylamine In methanol at 0 - 20℃; for 2h; Stage #2: With methanol; sodium tetrahydroborate at 20℃; for 1h;	92.5%
With 5%-palladium/activated carbon; hydrogen In methanol at 60℃; under 2585.81 Torr;	52%
With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran at 20℃; for 16h;
With D-glucose; glucose dehydrogenase CDX-901; imine reductase 91 from Kribbella flavida DSM 17836; nicotinamide adenine dinucleotide phosphate In aq. buffer at 25℃; for 24h; pH=9; Enzymatic reaction;
Stage #1: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester; methylamine In methanol for 1h; Stage #2: With methanol; sodium tris(acetoxy)borohydride for 4h; Stage #3: With water; sodium hydrogencarbonate In dichloromethane

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 109431-87-0
(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With recombinant Chryseobacterium sp. CA 49 ketoreductase; nicotinamide adenine dinucleotide In aq. phosphate buffer; isopropyl alcohol at 40℃; for 10h; pH=7.0; Reagent/catalyst; Enzymatic reaction; stereoselective reaction;	92%
With Leifsonia sp. S749 cells alcohol dehydrogenase; nicotinamide adenine dinucleotide; isopropyl alcohol In phosphate buffer at 25℃; for 24h; pH=7.0;	24%
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; 3,3'-[(1R,2R)-1-amino-2-(4-dodecylphenylsulfonamido)ethane-1,2-diyl]bis(N,N,N-trimethylbenzenaminium)diiodide; sodium formate In water at 5℃; for 48h; enantioselective reaction;	n/a

: 75-16-1
methylmagnesium bromide

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 412278-02-5
rac-tert-butyl 3-hydroxy-3-methylpyrrolidine-1-carboxylate

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 1h; Inert atmosphere;	92%
Stage #1: methylmagnesium bromide With lithium chloride; zinc(II) chloride In tetrahydrofuran; diethyl ether at -10℃; for 1h; Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran; diethyl ether for 0.5h;	83.8%
With lithium chloride; zinc(II) chloride In tetrahydrofuran; diethyl ether	83.8%

: 78797-58-7, 78797-59-8, 78797-62-3, 36520-39-5
azetidine hydrochloride

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1018442-99-3
tert-Butyl 3-azetidin-1-ylpyrrolidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: azetidine hydrochloride; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; Stage #2: With potassium carbonate In dichloromethane; water for 0.5h;	92%

: 1125-60-6
isoquinolin-5-ylamine

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1035096-80-0
N-(pyrrolidin-3-yl)isoquinolin-5-amine

Conditions

Conditions	Yield
Stage #1: isoquinolin-5-ylamine; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride In acetic acid at 0 - 20℃; Stage #2: With hydrogenchloride In diethyl ether for 6h;	92%

: 593-56-6
N-methoxylamine hydrochloride

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 654638-70-7
3-methoxyimino-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; ethanol at 40℃; for 1h;	90%
With potassium carbonate In ethanol at 20℃;

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 150008-25-6
N-Boc-3-hydroxyiminopyrrolidine

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium hydrogencarbonate In tetrahydrofuran; ethanol at 20℃; for 1h;	90%

: 496-15-1
1-indoline

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1063408-78-5
3-(2,3-dihydro-1H-indol-1-yl)pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane for 24h;	90%
Stage #1: 1-indoline; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium cyanoborohydride; acetic acid In methanol at 0 - 20℃; for 3h; Stage #2: With sodium hydroxide; water In methanol	87%
With sodium cyanoborohydride; acetic acid In methanol at 0 - 20℃; for 3h; Inert atmosphere;	87%

: 7103-09-5
4-but-1-enylmagnesium bromide

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1446012-35-6
tert-butyl 3-(but-3-en-1-yl)-3-hydroxypyrrolidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: 4-but-1-enylmagnesium bromide With cerium chloride In tetrahydrofuran at 0℃; for 2h; Inert atmosphere; Stage #2: 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	90%

: 870-46-2
t-butoxycarbonylhydrazine

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1189770-77-1
C14H25N3O4

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	89%

: 75-52-5
nitromethane

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: C10H18N2O5

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 15h;	88.9%

: 7677-24-9
trimethylsilyl cyanide

: 5680-79-5
glycine ethyl ester hydrochloride

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: C13H21N3O4

Conditions

Conditions	Yield
Stage #1: glycine ethyl ester hydrochloride With triethylamine In dichloromethane for 0.166667h; Stage #2: trimethylsilyl cyanide; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With acetic acid In dichloromethane at 15 - 60℃; for 2h;	88.3%

...Expand

1-BOC-3-Pyrrolidinone Chemical Properties

IUPAC Name: tert-butyl 3-oxopyrrolidine-1-carboxylate
Empirical Formula: C₉H₁₅NO₃
Molecular Weight: 185.2203g/mol
Structure of 1-BOC-3-Pyrrolidinone (CAS NO.101385-93-7):

Index of Refraction: 1.486
Molar Refractivity: 46.95 cm³
Molar Volume: 163.4 cm³
Polarizability: 18.61×10^-24cm³
Surface Tension: 41.2 dyne/cm
Density: 1.133 g/cm³
Flash Point: 117.6 °C
Enthalpy of Vaporization: 50.91 kJ/mol
Melting Point: 34-38 °C(lit.)
Boiling Point: 270.9 °C at 760 mmHg
Vapour Pressure: 0.00667 mmHg at 25°C
Product Categories: Amines and Anilines;Carbonyl Compounds;pharmacetical;Pyrrolidines;Pyrrole&Pyrrolidine&Pyrroline;Benzenes;CHIRAL CHEMICALS
Canonical SMILES: CC(C)(C)OC(=O)N1CCC(=O)C1
InChI: InChI=1S/C9H15NO3/c1-9(2,3)13-8(12)10-5-4-7(11)6-10/h4-6H2,1-3H3
InChIKey: JSOMVCDXPUXKIC-UHFFFAOYSA-N

1-BOC-3-Pyrrolidinone Uses

Application:Used in a study of asymmetric HYDROGEN-transfer bioreduction of KETONES with Leifsonia alcohol deHYDROGENase.
Packaging:1/10 g in glass btl

1-BOC-3-Pyrrolidinone Safety Profile

Hazard Codes: Harmful Xn, Irritant Xi
Risk Statements: 22-41-36/37/38-20/21/22
R22:Harmful if swallowed.
R41:Risk of serious damage to the eyes.
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39
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.
WGK Germany: 3
Hazard Note: Irritant

1-BOC-3-Pyrrolidinone Specification

1-BOC-3-Pyrrolidinone , its cas register number is 101385-93-7. It also can be called 1-pyrrolidinecarboxylic acid, 3-oxo-, 1,1-dimethylethyl ester ; 2-Methyl-2-propanyl 3-oxo-1-pyrrolidinecarboxylate ; tert-Butyl 3-oxopyrrolidine-1-carboxylate ; tert-Butyl-3-oxopyrrolidin-1-carboxylat ; 1-(tert-Butoxycarbonyl)-3-pyrrolidinone ; 1-N-Boc-3-pyrrolidinone ; 1-N-boc-4-cyano-pyrrolidine-3-one .

Product Name

N-Boc-3-pyrrolidinone

Synthetic route

1-BOC-3-Pyrrolidinone Chemical Properties

1-BOC-3-Pyrrolidinone Uses

1-BOC-3-Pyrrolidinone Safety Profile

1-BOC-3-Pyrrolidinone Specification

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