Boc-L-Proline supplier | CasNO.15761-39-4

Name
BOC-L-Proline
EINECS 239-848-3
CAS No. 15761-39-4
Article Data109
CAS DataBase
Density 1.201 g/cm³
Solubility
Melting Point 133-135 °C(lit.)
Formula C₁₀H₁₇NO₄
Boiling Point 337.2 °C at 760 mmHg
Molecular Weight 215.249
Flash Point 157.7 °C
Transport Information
Appearance White to off-white microcrystalline powder
Safety 24/25-36-26
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms Boc-Pro-OH;(2S)-1,2-Pyrrolidinedicarboxylic acid1-(1,1-dimethylethyl) ester;(S)-1-(tert-Butoxycarbonyl)-2-pyrrolidinecarboxylicacid;1-(tert-Butoxycarbonyl)-(S)-proline;1-tert-Butyloxycarbonyl-L-proline;L-N-Boc-proline;N-(tert-Butoxycarbonyl)-L-proline;N-(tert-Butyloxycarbonyl)-L-proline;N-[(1,1-Dimethylethoxy)carbonyl]-(S)-proline;Boc-L-Proline;
PSA 66.84000
LogP 1.40840

Synthetic route

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

: 147-85-3
L-proline

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 19h; Cooling with ice;	100%
With amberlyst-15 In ethanol at 20℃; for 0.0833333h; chemoselective reaction;	100%
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; for 16h;	100%

: 110345-80-7
1-(tert-butyl) 2-(2-oxo-2-phenylethyl) (S)-pyrrolidine-1,2-dicarboxylate

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 2h; Irradiation;	100%
With ammonium formate; palladium on activated charcoal In methanol at 20℃; for 0.166667h; Hydrogenolysis;	95%
With magnesium; acetic acid In methanol; N,N-dimethyl-formamide at 20℃; for 75h;

: 89037-64-9
1-tert-butoxycarbonyloxybenzotriazole

: 147-85-3
L-proline

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water for 0.166667h; Ambient temperature;	99%

: 89985-91-1
tert-butyl pyridin-2-yl carbonate

: 147-85-3
L-proline

A: 142-08-5
2-hydroxypyridin

B: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 6h; Ambient temperature;	A n/a B 98%

...Expand

: 59936-29-7
(S)-N-(tert-butoxycarbonyl)proline methyl ester

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
Stage #1: (S)-N-(tert-butoxycarbonyl)proline methyl ester With sodium hydroxide In methanol; water for 5h; Reflux; Stage #2: With hydrogenchloride In water pH=3;	98%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃;	97%
With lithium hydroxide In tetrahydrofuran; methanol
With lithium hydroxide In 1,4-dioxane

: C24H27NO5

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 1h; Irradiation;	97%

: 89985-91-1
tert-butyl pyridin-2-yl carbonate

: 147-85-3
L-proline

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 6h; Ambient temperature; method for mild t-butoxycarbonylation of amino acids;	96%

: 147-85-3
L-proline

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 6h; Ambient temperature;	96%
Multi-step reaction with 3 steps 1: thionyl chloride / 4 h / 0 - 20 °C 2: triethylamine / tetrahydrofuran / 5 h / 0 - 20 °C 3: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C View Scheme

: 147-85-3
L-proline

: 250296-58-3
N-tert-Butoxycarbonyl-N-trifluoromethylsulfonyl-4-trifluoromethylanilide

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With water; triethylamine In 1,4-dioxane at 20℃; for 24h; Acylation;	96%

: 105678-24-8
O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

: 147-85-3
L-proline

A: 2637-34-5
2-Mercaptopyridine

B: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide for 4h; Ambient temperature;	A n/a B 95%

...Expand

: 34619-03-9
tert-butyldicarbonate

: 147-85-3
L-proline

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
In water	94%
With sodium hydroxide In tetrahydrofuran	85%

: 75844-68-7
tert-butyl 2-oxo-1,3-oxazole-3(2H)-carboxylate

: 147-85-3
L-proline

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water for 15h; Ambient temperature;	92%

: 91237-84-2
N-BOC-proline tert-butyl ester

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With water; iodine In acetonitrile for 5h; Heating;	92%

: 98015-52-2
1,2,2,2-Tetrachloroethyl tert-Butyl Carbonate

: 147-85-3
L-proline

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water at 20℃; for 6h;	91%
With triethylamine In 1,4-dioxane; water at 20℃; for 5h;	91%

: 98015-52-2
1,2,2,2-Tetrachloroethyl tert-Butyl Carbonate

: 147-85-3
L-proline

A: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

B: 75-87-6
chloral

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water at 20℃; for 5h; Product distribution; var. amines, other 1-chloroalkyl carbonate, other basic reagent and time;	A 91% B n/a

...Expand

: 50739-44-1
1-(t-butoxycarbonyl)-1,2,4-triazolo<4,3-a>pyridinium-3-olate

: 147-85-3
L-proline

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With sodium hydroxide In acetone for 2h; Ambient temperature;	88%

: pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-(3-methyl-but-2-enyl) ester

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With sodium iodide; zirconium(IV) chloride In acetonitrile for 2h; Heating;	88%

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

: 83528-04-5
(S)-N-benzyl-O-benzylpyrrolidine-2-carboxylate

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With PMHS; palladium dihydroxide In ethanol at 20℃; for 5h;	86%

: tert-butyl (2,4-dioxo-3-azaspiro[5,5]undecan-3-yl) carbonate

: 147-85-3
L-proline

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With triethylamine In water; acetone at 25℃; for 12h;	86%

: allyl N-Boc-L-prolinate

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With polymethylhydrosiloxane; zinc(II) chloride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃;	85%

: 1294505-63-7
(S)-1-tert-butyl 2-((R)-1-phenylprop-2-yn-1-yl)-pyrrolidine-1,2-dicarboxylate

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With copper(l) chloride In methanol at 40℃; Inert atmosphere; optical yield given as %ee;	82%

: 1294505-65-9
(S)-1-tert-butyl 2-((R)-1-(2-methoxyphenyl)prop-2-yn-1-yl)pyrrolidine-1,2-dicarboxylate

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With copper(l) chloride In methanol at 40℃; Inert atmosphere; optical yield given as %ee;	81%

N-Boc-Pro-PAM resin: N-Boc-Pro-PAM resin

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With trimethyltin(IV) hydroxide In 1,2-dichloro-ethane for 9h; Heating;	80%

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

: 147-85-3
L-proline

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With triethylamine In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 72h; Product distribution / selectivity;	80%

: 104272-92-6
2-t-butoxycarbonyloxy-3,6-diisopropylpyrazine

: 147-85-3
L-proline

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With triethylamine In water; acetonitrile for 24h; Ambient temperature;	79%

: 18942-25-1
t-butylpentachlorophenyl carbonate

: 94820-77-6
2-pyridone lithium salt

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 147-85-3
L-proline

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
In sodium hydroxide; chloroform; water	79%

...Expand

: dimethylsulfonium methylsulfate

: 147-85-3
L-proline

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With triethylamine In water Ambient temperature;	75%

: (S)-Pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-(2-trimethylsilanyl-ethoxymethyl) ester

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With magnesium bromide In dichloromethane for 2.5h; Ambient temperature; addition at -20 deg C, 0.5 h;	70%

: 104272-95-9
t-butyl S-3,6-diisopropylpyrazin-2-ylthiolcarbonate

: 147-85-3
L-proline

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

Conditions

Conditions	Yield
With dmap; triethylamine In water; acetonitrile for 24h; Ambient temperature;	61%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 2491-20-5
L-alanine methyl ester hydrochloride

: 36302-04-2
(S) tert-butyl 2-(((S)-1-methoxy-1-oxopropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine In dichloromethane	100%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; for 25h; Inert atmosphere;	84%
Stage #1: 1-(tert-butoxycarbonyl)-L-proline; L-alanine methyl ester hydrochloride With dmap; triethylamine In tetrahydrofuran for 0.5h; Inert atmosphere; Stage #2: With 3,5,5-trichloro-5H-dibenzo[b,d]silole In tetrahydrofuran at 20 - 60℃; Inert atmosphere;	65%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 16652-71-4
benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

: 29776-70-3
N-(tert-butyloxycarbonyl)-prolyl-proline benzyl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In acetonitrile at 0℃; for 3h;	100%
With 2-fluoro-1-ethylpyridinium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; Acylation; coupling;	94%
With 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at -10 - 20℃; Acylation;	90.2%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 2462-32-0
L-phenylalanine benzyl ester hydrochloride

: 74257-60-6
(S)-tert-butyl 2-((S)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-ylcarbamoyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With 2,4,6-trimethyl-pyridine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In 1,2-dichloro-ethane at 20℃; for 2h;	100%
With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide 1.) chloroform; Multistep reaction;

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 136581-11-8
phenacyl 4-(hydroxymethyl)benzoate

: 136631-86-2
phenacyl 4-<<<(tert-butoxycarbonyl)-L-prolyl>oxy>methyl>benzoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane 1) 0 deg C, 2 h, 2) r.t., 18 h;	100%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 75-03-6
ethyl iodide

: 135097-23-3
(2S)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetone for 16h; Ambient temperature;	100%
With 18-crown-6 ether; potassium carbonate In tetrahydrofuran for 21h; Inert atmosphere; Reflux;

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 99-73-0
para-bromophenacyl bromide

: 128120-93-4
(S)-pyrrolidine-1,2-dicarboxylic acid 2-[2-(4-bromophenyl)-2-oxoethyl]ester 1-tert-butyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	100%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃;	95%
With triethylamine In acetonitrile at 20℃;	91%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

Conditions

Conditions	Yield
With borane-THF In tetrahydrofuran at 0 - 20℃;	100%
With dimethylsulfide borane complex In tetrahydrofuran at 0 - 20℃; for 5h;	100%
With borane-THF at 0℃; for 1h;	99%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 45736-33-2
(S)-proline-N-carboxyanhydride

Conditions

Conditions	Yield
With phosphorus trichloride In dichloromethane at 0℃; for 3h;	100%
With phosphorus trichloride In dichloromethane at 0℃; for 2h;	96%
With bis(trichloromethyl) carbonate; triethylamine In tetrahydrofuran at 20℃; for 6.5h; Inert atmosphere;	50%
Stage #1: 1-(tert-butoxycarbonyl)-L-proline With bis(trichloromethyl) carbonate In tetrahydrofuran for 0.166667h; Inert atmosphere; Stage #2: With triethylamine In tetrahydrofuran at 0 - 20℃; for 6.5h; Inert atmosphere;	30%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: (S)-2-((R)-2-Amino-3-methyl-butyrylamino)-4-methyl-pentanoic acid 2-oxo-2-phenyl-ethyl ester

: 136554-84-2
Boc-Pro-D-Val-Leu-OPac

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 3h; Ambient temperature;	100%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: (S)-((R)-2-Amino-2-cyclopentyl-acetylamino)-cyclopropyl-acetic acid benzyl ester; hydrochloride

: 177914-12-4
(S)-2-({(R)-[((S)-Benzyloxycarbonyl-cyclopropyl-methyl)-carbamoyl]-cyclopentyl-methyl}-carbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃;	100%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 147-85-3
L-proline

Conditions

Conditions	Yield
With water at 170℃; for 0.05h; Microwave irradiation;	100%
With tin(IV) chloride In ethyl acetate for 0.583333h; Ambient temperature;	98%
With tetradecyl(trihexyl)phosphonium bistriflamide; trifluoroacetic acid at 130℃; for 0.166667h; Ionic liquid;	96%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 100-51-6
benzyl alcohol

: 37787-77-2
Boc-L-proline benzyl ester

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 22h;	100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 12h;	99%
Stage #1: 1-(tert-butoxycarbonyl)-L-proline With trichloroisocyanuric acid; triphenylphosphine In dichloromethane at 0℃; for 0.75h; Stage #2: benzyl alcohol With triethylamine In dichloromethane at 20℃; for 1h;	96%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 1738-76-7
glycine benzyl ester p-toluenesulfonic acid salt

: 31953-80-7
N-tert-butyloxycarbonyl-(2S)-prolyl-glycine benzyl ester

Conditions

Conditions	Yield
With triethylamine; dicyclohexyl-carbodiimide In dichloromethane	100%
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 48h;	83%
With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide	79%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 3945-69-5
4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride

: pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-(4,6-dimethoxy-[1,3,5]triazin-2-yl) ester

Conditions

Conditions	Yield
In 1,2-dimethoxyethane at 0℃; for 3h; Condensation;	100%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 75-31-0
isopropylamine

: 143978-08-9
tert-butyl (2S)-2-(isopropylcarbamoyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide	100%
Stage #1: 1-(tert-butoxycarbonyl)-L-proline With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at 0℃; for 0.5h; Stage #2: isopropylamine In tetrahydrofuran at 20℃; for 16h;	80%
Stage #1: 1-(tert-butoxycarbonyl)-L-proline With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 0.5h; Stage #2: isopropylamine In dichloromethane	55%
With 1,1'-carbonyldiimidazole In ethyl acetate Goldberg Reaction; Inert atmosphere;
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	140 mg

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 62-53-3
aniline

: 220510-58-7
tert-butyl (S)-2-(phenylcarbamoyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃;	100%
Stage #1: 1-(tert-butoxycarbonyl)-L-proline With triethylamine; isobutyl chloroformate In dichloromethane at 0℃; for 0.333333h; Stage #2: aniline In dichloromethane at 0 - 23℃;	98%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h;	92%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 4083-64-1
Tosyl isocyanate

: 868759-55-1
(S)-tert-butyl 2-(tosylcarbamoyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
	100%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 4072-67-7
4,4'-bis(bromoacetyl)biphenyl

: 1009119-82-7
1,2-pyrrolidinedicarboxylic acid, 2,2’-[[1,1’-biphenyl]-4,4’-diylbis(2-oxo-2,1-ethanediyl)] bis[1-(1,1-dimethylethyl)] ester, (2S)-

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20 - 30℃; for 3h; Large scale;	100%
With triethylamine In acetonitrile at 20℃; for 3h;	98%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20 - 25℃; for 3h;

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 100-63-0
phenylhydrazine

: 474316-85-3
(S)-tert-butyl 2-(2-phenylhydrazinecarbonyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 3h; Inert atmosphere;	100%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine

: N-(2-phenyl)ethyl-(2S)-2-hydroxyisovaleramide

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: N-[(2S)-O-[N-(tert-butyloxycarbonyl)prolyl]-2-hydroxyisovaleryl]-2-phenylethylamide

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide; 4-pyrrolidin-1-ylpyridine In dichloromethane at 20℃; for 20h;	100%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 79416-27-6
methyl aminolevulinate

: 871979-33-8
N-(N-tert-butoxycarbonyl-L-prolyl)-5-aminolaevulinic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃;	100%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 1046158-90-0
2-butyl-3-(4-aminophenyl)-4H-pyrido[1,2-a]pyrimidin-4-one

: 1046159-44-7
(S)-tert-butyl 2-{[4-(2-butyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl)phenyl]carbamoyl}-pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: 1-(tert-butoxycarbonyl)-L-proline With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 0℃; for 0.5h; Stage #2: 2-butyl-3-(4-aminophenyl)-4H-pyrido[1,2-a]pyrimidin-4-one With diisopropylamine In dichloromethane for 16h;	100%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 2450-71-7
Propargylamine

: 1032417-83-6
(S)-tert-butyl 2-(prop-2-ynylcarbamoyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane for 2h; Inert atmosphere; Reflux;	100%
With triethylamine; HATU In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	99%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	93%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 29949-62-0
1-amino-4-methoxy-9H-xanthen-9-one

: 1093987-11-1
C24H26N2O6

Conditions

Conditions	Yield
With triethylamine; isobutyl chloroformate In tetrahydrofuran at 0℃;	100%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 2835-77-0
(2-aminophenyl)(phenyl)methanone

: 1093987-00-8
(S)-tert-butyl 2-{[(2-benzoylphenyl)amino]carbonyl}pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine; isobutyl chloroformate In tetrahydrofuran at 0℃;	100%
Stage #1: 1-(tert-butoxycarbonyl)-L-proline With triethylamine; isobutyl chloroformate In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; Stage #2: (2-aminophenyl)(phenyl)methanone In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20 - 55℃; for 12h; Reagent/catalyst;	97%
Stage #1: 1-(tert-butoxycarbonyl)-L-proline With 1-methyl-1H-imidazole; methanesulfonyl chloride In dichloromethane at 25℃; for 0.166667h; Stage #2: (2-aminophenyl)(phenyl)methanone In dichloromethane at 50℃; for 36h;	91%
Stage #1: 1-(tert-butoxycarbonyl)-L-proline With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -5 - 25℃; Large scale; Stage #2: (2-aminophenyl)(phenyl)methanone In tetrahydrofuran at 20 - 25℃; Large scale;	75%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 88537-44-4
3-(4-methoxyphenyl)propane-1-thiol

: 210048-37-6
3-(p-methoxyhenyl)-1-mercaptyl N-(tert-butyloxycarbonyl)pyrrolidine-2-carboxylate

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap In dichloromethane	100%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 13734-41-3
t-Boc-L-valine

: 13139-16-7
N-(tert-butyloxycarbonyl)-L-isoleucine

: 13139-15-6
N-tert-butoxycarbonyl-L-leucine

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 82732-07-8, 108524-68-1, 142926-43-0, 100564-78-1
Boc-L-homophenylalanine

: 1187223-35-3
H-Hphe-Leu-Ile-Ile-Leu-Val-Pro-Pro-Phe-OH

Conditions

Conditions	Yield
Stage #1: Boc-L-homophenylalanine solid phase reaction; Stage #2: With trifluoroacetic acid In dichloromethane solid phase reaction; Stage #3: 1-(tert-butoxycarbonyl)-L-proline; t-Boc-L-valine; N-(tert-butyloxycarbonyl)-L-isoleucine; N-tert-butoxycarbonyl-L-leucine; N-tert-butoxycarbonyl-L-phenylalanine Further stages;	100%

...Expand

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 13734-41-3
t-Boc-L-valine

: 13139-16-7
N-(tert-butyloxycarbonyl)-L-isoleucine

: 13139-15-6
N-tert-butoxycarbonyl-L-leucine

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 82732-07-8, 108524-68-1, 142926-43-0, 100564-78-1
Boc-L-homophenylalanine

: 1187223-36-4
H-Ile-Ile-Leu-Val-Pro-Pro-Hphe-Hphe-Leu-OH

Conditions

Conditions	Yield
Stage #1: N-tert-butoxycarbonyl-L-leucine solid phase reaction; Stage #2: With trifluoroacetic acid In dichloromethane solid phase reaction; Stage #3: 1-(tert-butoxycarbonyl)-L-proline; t-Boc-L-valine; N-(tert-butyloxycarbonyl)-L-isoleucine; N-tert-butoxycarbonyl-L-phenylalanine; Boc-L-homophenylalanine Further stages;	100%

...Expand

Boc-L-Proline Specification

The Boc-L-Proline, with the CAS registry number 15761-39-4,is also known as N-(tert-Butoxycarbonyl)-L-proline; (S)-1,2-Pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) ester. It belongs to the product categories of Biochemistry;Boc-Amino Acids;Boc-Amino acid series. This chemical's molecular formula is C₁₀H₁₇NO₄ and molecular weight is 215.25.Its EINECS number is 239-848-3. What's more,Its systematic name is 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester,(2S)-. It is a White to off-white microcrystalline powder.The Boc-L-Proline is harmful by inhalation, in contact with skin and if swallowed and irritating to eyes, respiratory system and skin .When you use it ,you should avoid contact with skin and eyes ,and wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .It is an unnatural amino acid for peptidomimetics and biological research.

Physical properties about Boc-L-Proline are:
(1)ACD/LogP: 1.233; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.27; (4)ACD/LogD (pH 7.4): -2.00; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 3.52; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.503; (13)Molar Refractivity: 52.935 cm³; (14)Molar Volume: 179.209 cm³; (15)Surface Tension: 47.0009994506836 dyne/cm; (16)Density: 1.201 g/cm³; (17)Flash Point: 157.722 °C; (18)Enthalpy of Vaporization: 63.79 kJ/mol; (19)Boiling Point: 337.181 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:O=C(OC(C)(C)C)N1[C@H](C(=O)O)CCC1;
(2)Std. InChI:InChI=1S/C10H17NO4/c1-10(2,3)15-9(14)11-6-4-5-7(11)8(12)13/h7H,4-6H2,1-3H3,(H,12,13)/t7-/m0/s1;
(3)Std. InChIKey:ZQEBQGAAWMOMAI-ZETCQYMHSA-N.

Product Name

BOC-L-Proline

Synthetic route

Boc-L-Proline Specification

Related Products

Hot Products