Boc-L-Isoleucine supplier | CasNO.13139-16-7

Name
BOC-L-Isoleucine
EINECS 236-074-8
CAS No. 13139-16-7
Article Data85
CAS DataBase
Density 1.061 g/cm³
Solubility Soluble in methanol. Insoluble in water.
Melting Point 68-72 °C
Formula C₁₁H₂₁NO₄
Boiling Point 356 °C at 760 mmHg
Molecular Weight 231.292
Flash Point 169.1 °C
Transport Information
Appearance white fine crystalline powder
Safety 24/25-36-26
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms N-((1,1-Dimethylethoxy)carbonyl)-L-isoleucine;N-(tert-Butoxycarbonyl)-L-isoleucine;N-(tert-Butyloxycarbonyl)-L-isoleucine;NSC 334311;tert-Butoxycarbonyl-L-isoleucine;tert-Butoxycarbonylisoleucine;tert-Butyloxycarbonyl-L-isoleucine;tert-Butyloxycarbonylisoleucine;
PSA 75.63000
LogP 2.40130

Synthetic route

: 73-32-5
L-isoleucine

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

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

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water at 20℃; for 24h;	100%
Stage #1: L-isoleucine With sodium hydroxide In 1,4-dioxane; water at 0℃; Stage #2: di-tert-butyl dicarbonate In 1,4-dioxane; water at 0 - 20℃;	100%
With sodium hydroxide In 1,4-dioxane; water at 0℃;	100%

N-Boc-Ile-Merrifield resin: N-Boc-Ile-Merrifield resin

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

Conditions

Conditions	Yield
With trimethyltin(IV) hydroxide In 1,2-dichloro-ethane for 9h; Heating;	100%

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

: 73-32-5
L-isoleucine

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

Conditions

Conditions	Yield
In 1,4-dioxane; sodium hydroxide; water at 20℃; for 24h;	95%
With hydroxide
With triethylamine In water; N,N-dimethyl-formamide

: 73-32-5
L-isoleucine

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

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

Conditions

Conditions	Yield
With dmap; triethylamine In 1,4-dioxane; water for 15h; Ambient temperature;	87%

: 73-32-5
L-isoleucine

: dimethylsulfonium methylsulfate

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

Conditions

Conditions	Yield
With triethylamine In water Ambient temperature;	80%

: 73-32-5
L-isoleucine

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

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

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water at 20℃; pH=9.5;	71%

: 73-32-5
L-isoleucine

: 13303-10-1
tert-Butyl 4-nitrophenyl carbonate

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

Conditions

Conditions	Yield
With sodium hydroxide; tert-butyl alcohol

: 73-32-5
L-isoleucine

: 18595-34-1
tert-butyl fluoroformate

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

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane

: 73-32-5
L-isoleucine

: 16965-08-5
1,1-dimethylethyl 2,4,5-trichlorophenyl carbonate

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

Conditions

Conditions	Yield
With triethylamine In tert-butyl alcohol

: 18942-25-1
t-butylpentachlorophenyl carbonate

: L-isoleucine sodium salt

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

Conditions

Conditions	Yield
With triethylamine In chloroform; N,N-dimethyl-formamide

: 73-32-5
L-isoleucine

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile: 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

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

Conditions

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

: 73-32-5
L-isoleucine

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

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

Conditions

Conditions	Yield
With pyridine; sodium hydroxide In acetone for 4h; Ambient temperature;

: 73-32-5
L-isoleucine

: 81616-10-6
tert-butyl α-methoxyvinyl carbonate

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

Conditions

Conditions	Yield
With triethylamine 1.) dioxane, water, room temp., 30 min, 2.) 20 deg C, 7.5 h; Yield given. Multistep reaction;

: 73-32-5
L-isoleucine

: 2-((tert-butoxycarbonyloxy)imino)-2-phenylacetonitrile

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

Conditions

Conditions	Yield
With triethylamine In water; acetone for 5h; Ambient temperature;

: 160592-97-2
(S)-2,2-Dimethyl-4-((S)-1-methyl-prop-2-ynyl)-oxazolidine-3-carboxylic acid tert-butyl ester

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

Conditions

Conditions	Yield
With dipyridinium dichromate; hydrogen; pyridinium p-toluenesulfonate; platinum(IV) oxide 1.) MeOH, 2.) EtOH, reflux, 3.) DMF; Yield given. Multistep reaction;

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

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 80 percent / Et3N / acetonitrile / 5 h / 5 °C 2: 80 percent / Et3N / H2O / Ambient temperature View Scheme

: 1361400-96-5
picolyl N-Boc-L-isoleucinate

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

Conditions

Conditions	Yield
With magnesium In methanol at 20℃; for 4h;

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

: (2RS,3S)-2-amino-3-methylpentanoic acid

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

B: 13139-16-7, 35264-07-4, 55721-65-8, 55780-90-0, 116194-21-9
N-tert-butoxycarbonyl-D-alloisoleucine

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water at 0 - 22℃; pH=9 - 10; Overall yield = 88 %; Overall yield = 0.77 g; diastereoselective reaction;	A n/a B n/a

...Expand

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

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: 97641-59-3
(S)-methyl 2-((2S,3S)-2-((tert-butoxycarbonyl)amino)-3-methylpentanamido)-3-phenylpropanoate

Conditions

Conditions	Yield
Stage #1: N-(tert-butyloxycarbonyl)-L-isoleucine With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate at 20℃; for 0.166667h; Stage #2: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride at 20℃; for 1h;	100%
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 0 - 20℃; for 2h;	98%
Stage #1: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Inert atmosphere; Stage #2: N-(tert-butyloxycarbonyl)-L-isoleucine With benzotriazol-1-ol In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Stage #3: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;	88%

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

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 87694-51-7
N-(tert-butoxycarbonyl)-L-isoleucine N'-methoxy-N'-methylamide

Conditions

Conditions	Yield
Stage #1: N-(tert-butyloxycarbonyl)-L-isoleucine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With 4-methyl-morpholine In dichloromethane at 0 - 25℃; for 14h; Inert atmosphere;	100%
Stage #1: N-(tert-butyloxycarbonyl)-L-isoleucine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With 4-methyl-morpholine In dichloromethane at 25℃; for 14h; Inert atmosphere;	100%
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 2h;	91%

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

: 91837-50-2
N-trichloroacetoxyphthalimide

: 72449-59-3
(2S,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoic acid 1,3-dioxo-1,3-dihydro-isoindol-2-yl ester

Conditions

Conditions	Yield
With pyridine In acetonitrile at 22 - 23℃; for 12h; further solvents;	100%

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

: 94888-34-3
tert-butyl ((2S,3S)-1-amino-3-methyl-1-oxopentan-2-yl)carbamate

Conditions

Conditions	Yield
Stage #1: N-(tert-butyloxycarbonyl)-L-isoleucine With 4-methyl-morpholine; isobutyl chloroformate In 1,2-dimethoxyethane at 0℃; for 0.0333333h; Stage #2: With ammonia In 1,2-dimethoxyethane; water at 20℃; for 1h; Further stages.;	100%
With ammonium bicarbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In chloroform Ambient temperature;	88%
With ammonium bicarbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In chloroform at 20℃; for 12h;	80%

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

: 1117-97-1
N,0-dimethylhydroxylamine

: 87694-51-7
N-(tert-butoxycarbonyl)-L-isoleucine N'-methoxy-N'-methylamide

Conditions

Conditions	Yield
With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at -15℃; for 1h;	100%
Stage #1: N-(tert-butyloxycarbonyl)-L-isoleucine; N,0-dimethylhydroxylamine With triethylamine at 0℃; Stage #2: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine	95%
With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine In dichloromethane	94%

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

: Thr(Bn)-Leu-Trp-OMe trifluoroacetate

: Boc-Ile-Thr(Bn)-Leu-Trp-OMe

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran	100%

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

: 107-11-9
1-amino-2-propene

: 1009839-32-0
N-tert-butoxycarbonyl-isoleucine-allylamide

Conditions

Conditions	Yield
Stage #1: N-(tert-butyloxycarbonyl)-L-isoleucine With 4-methyl-morpholine; isobutyl chloroformate In 1,2-dimethoxyethane at 0℃; for 0.0333333h; Stage #2: 1-amino-2-propene In 1,2-dimethoxyethane; water at 20℃; for 1h; Further stages.;	100%
With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide at 25℃; for 20h;	95%

: 1013210-34-8
(2S,3R)-3-(-3-{(R)-1-[(S)-amino(benzyloxycarbonylmethylcarbamoyl)methyl]-1-methylprop-2-ynyloxy}-4-benzyloxyphenyl)-2-(benzyloxycarbonylmethylamino)-3-(tert-butyldimethylsilanyloxy)propionic acid 4-methoxybenzyl ester

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

: 1013210-60-0
C65H82N4O14Si

Conditions

Conditions	Yield
With sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃;	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

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

: 2450-71-7
Propargylamine

: 1268671-02-8
tert-butyl (2S,3S)-3-methyl-1-oxo-1-(prop-2-ynylamino)pentan-2-ylcarbamate

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane for 2h; Inert atmosphere; Reflux;	100%
With benzotriazol-1-ol; diisopropyl-carbodiimide In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;	98%

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

: N-Me-Leu-OBzl p-toluenesulfonic acid salt

: C25H40N2O5

Conditions

Conditions	Yield
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	100%

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

: 141321-52-0, 141321-53-1, 141321-50-8, 106946-74-1
N-(tert-butoxycarbonyl)-L-isoleucinol

Conditions

Conditions	Yield
With borane-THF In tetrahydrofuran at 0 - 20℃; for 5.83333h; Inert atmosphere;	99%
Stage #1: N-(tert-butyloxycarbonyl)-L-isoleucine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h; Stage #2: With sodium tetrahydroborate; water In tetrahydrofuran at 0℃; for 0.5h;	90%
Stage #1: N-(tert-butyloxycarbonyl)-L-isoleucine With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -15℃; for 0.0166667h; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; water at 15℃; for 0.00833333h; Further stages.;	84%

: 110-89-4
piperidine

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

: 192821-18-4
N-(tert-butyloxycarbonyl)-L-isoleucine piperidide

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In triethylamine; N,N-dimethyl-formamide Ambient temperature;	99%
Stage #1: N-(tert-butyloxycarbonyl)-L-isoleucine With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: piperidine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h;	96%
With dicyclohexyl-carbodiimide In dichloromethane at 23℃;	71%
Stage #1: N-(tert-butyloxycarbonyl)-L-isoleucine With PS-carbodiimide; benzotriazol-1-ol In dichloromethane for 0.166667h; Stage #2: piperidine In dichloromethane at 20℃;

: 109-96-6
3-Pyrroline

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

: 1-[N-(tert-butyloxycarbonyl)-L-isoleucyl]-3-pyrroline

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In triethylamine; N,N-dimethyl-formamide Ambient temperature;	99%

: 694-05-3
1,2,3,6-tetrahydropyridine

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

: 1-[N-(tert-butyloxycarbonyl)-L-isoleucyl]-1,2,5,6-tetrahydropyridine

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In triethylamine; N,N-dimethyl-formamide Ambient temperature;	99%

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

: 624-78-2
N-Ethylmethylamine

: N-[N-(tert-butyloxycarbonyl)-L-isoleucyl]-N-ethyl-N-methylamine

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In triethylamine; N,N-dimethyl-formamide Ambient temperature;	99%

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

: 627-35-0
methyl-n-propylamine

: N-[N-(tert-butyloxycarbonyl)-L-isoleucyl]-N-methyl-N-propylamine

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In triethylamine; N,N-dimethyl-formamide Ambient temperature;	99%

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

: 1003-03-8
Cyclopentamine

: N-[N-(tert-butyloxycarbonyl)-L-isoleucyl]cyclopentylamine

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In triethylamine; N,N-dimethyl-formamide Ambient temperature;	99%

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

: O-benzyl-L-serine allyl ester hydrochloride

: 694527-70-3
Boc-L-Ile-L-Ser(Bn)-OAll

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine In dichloromethane at 0 - 20℃;	99%

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

: 371-14-2
4-fluorophenylhydrazine

: 1148105-78-5
2-amino-3-methylpentanoic acid N'-(4-fluorophenyl)hydrazide

Conditions

Conditions	Yield
Stage #1: N-(tert-butyloxycarbonyl)-L-isoleucine With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Stage #2: 4-fluorophenylhydrazine In N,N-dimethyl-formamide for 3h; Stage #3: With sodium hydroxide; trifluoroacetic acid more than 3 stages;	99%

: 923672-39-3
C17H20N2O4

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

: 957475-42-2
C28H39N3O7

Conditions

Conditions	Yield
With 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h;	99%

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

: beta-alanine methyl ester hydrochloride

: methyl 3-((2S,3S)-2-(tert-butoxycarbonylamino)-3-methylpentanamido)propanoate

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;	99%

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

: 3196-73-4
methyl 3-aminopropanoate hydrochloride

: methyl 3-((2S,3S)-2-(tert-butoxycarbonylamino)-3-methylpentanamido)propanoate

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide for 1h;	99%

: 186581-53-3, 908094-01-9
diazomethane

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

: 17901-01-8
N-(tert-butoxycarbonyl)isoleucine methyl ester

Conditions

Conditions	Yield
In methanol; diethyl ether at 4℃; Methylation;	98.5%
In diethyl ether

: 111-49-9
hexamethylene imine

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

: 1-[N-(tert-butyloxycarbonyl)-L-isoleucyl]hexamethyleneimine

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In triethylamine; N,N-dimethyl-formamide Ambient temperature;	98%

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

: 530-62-1
1,1'-carbonyldiimidazole

: 214836-49-4
(2S,3S)-2-[N-(tert-butoxycarbonyl)amino]-1-imidazol-1-yl-3-methylpentan-1-one

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 0.5h; Substitution;	98%
In tetrahydrofuran for 0.5h; Ambient temperature; Yield given;
In dichloromethane at 0℃; for 1h; Schlenk technique; Inert atmosphere;
In tetrahydrofuran at 20℃; for 2h;

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

: 73-32-5
L-isoleucine

Conditions

Conditions	Yield
With tetradecyl(trihexyl)phosphonium bistriflamide; trifluoroacetic acid at 130℃; for 0.166667h; Ionic liquid;	98%
With trifluoroacetic acid at 20℃; for 0.25h;

Boc-L-Isoleucine Specification

The Boc-L-Isoleucine, with the CAS registry number 13139-16-7, is also known as N-((1,1-Dimethylethoxy)carbonyl)-L-isoleucine. It belongs to the product categories of Aminoacids Derivatives; Amino Acids; Isoleucine [Ile, I]; Boc-Amino Acids and Derivative; Amino Acids (N-Protected); Biochemistry; Boc-Amino Acids; Boc-Amino Acid Series. Its EINECS registry number is 236-074-8. This chemical's molecular formula is C₁₁H₂₁NO₄ and molecular weight is 231.28874. Its IUPAC name is called (2R,3S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid. The product which can be used in peptide synthesis should be sealed at temperature of 4 °C.

Physical properties of Boc-L-Isoleucine: (1)ACD/LogP: 2.51; (2)ACD/LogD (pH 5.5): 0.62; (3)ACD/LogD (pH 7.4): -0.96; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 7.08; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 5; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 6; (11)Index of Refraction: 1.461; (12)Molar Refractivity: 59.82 cm³; (13)Molar Volume: 217.8 cm³; (14)Surface Tension: 36.1 dyne/cm; (15)Density: 1.061 g/cm³; (16)Flash Point: 169.1 °C; (17)Enthalpy of Vaporization: 66.05 kJ/mol; (18)Boiling Point: 356 °C at 760 mmHg; (19)Vapour Pressure: 4.98E-06 mmHg at 25°C.

Uses of Boc-L-Isoleucine: it can be used to produce BOC-L-isoleucine hydroxysuccinimide ester at ambient temperature. This reaction will need reagent 1-hydroxybenzotriazole (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC) and solvent dimethylformamide with reaction time of 18 hours. The yield is about 96%.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCC(C)C(C(=O)O)NC(=O)OC(C)(C)C
(2)Isomeric SMILES: CC[C@H](C)[C@H](C(=O)O)NC(=O)OC(C)(C)C
(3)InChI: InChI=1S/C11H21NO4/c1-6-7(2)8(9(13)14)12-10(15)16-11(3,4)5/h7-8H,6H2,1-5H3,(H,12,15)(H,13,14)/t7-,8+/m0/s1
(4)InChIKey: QJCNLJWUIOIMMF-JGVFFNPUSA-N

Product Name

BOC-L-Isoleucine

Synthetic route

Boc-L-Isoleucine Specification

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