N-Cbz-N'-Boc-L-ornithine supplier

Name
Z-ORN(BOC)-OH
EINECS 1592732-453-0
CAS No. 7733-29-1
Article Data15
CAS DataBase
Density 1.193 g/cm³
Solubility
Melting Point 96-103ºC
Formula C₁₈H₂₆N₂O₆
Boiling Point 579.1 °C at 760 mmHg
Molecular Weight 366.414
Flash Point 304 °C
Transport Information
Appearance white - off-white powder
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Ornithine,N2,N5-dicarboxy-, N2-benzyl N5-tert-butyl ester, L- (7CI,8CI);(2S)-5-((tert-Butoxycarbonyl)amino)-2-((benzyloxycarbonyl)amino)pentanoicacid;N-a-Benzyloxycarbonyl-N-d-tert-butoxycarbonyl-L-ornithine;NSC 336232;
PSA 113.96000
LogP 3.45270

Synthetic route

: 501-53-1
benzyl chloroformate

: copper(II) complex of Nδ-tert-butoxycarbonyl-L-ornithine

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
Stage #1: copper(II) complex of Nδ-tert-butoxycarbonyl-L-ornithine With 8-quinolinol; sodium carbonate In acetone for 1h; Stage #2: benzyl chloroformate With 1-hydroxy-pyrrolidine-2,5-dione In water at -5℃; for 0.5h;	95%

: 13650-49-2
Nδ-(tert-butoxycarbonyl)-L-ornithine

: 501-53-1
benzyl chloroformate

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water at 20℃; for 12h;	90%

: 19506-72-0
benzyl-8-quinolyl carbonate

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

: 3184-13-2
L-ornithine hydrochloride

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
Acylation; Multistep reaction;	82%

...Expand

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

: 2640-58-6
Nα-benzyloxycarbonyl-L-ornithine

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
With sodium hydroxide; triethylamine In methanol at 20℃; for 24h;	36%
With triethylamine In methanol at 40℃; for 1h;
With sodium hydrogencarbonate

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

: 2640-58-6
Nα-benzyloxycarbonyl-L-ornithine

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
With hydroxide
With magnesium oxide In 1,4-dioxane; water

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

: 62234-40-6
(2S)-2-{[(benzyloxy)carbonyl]amino}-4-(dimethylamino)butanoic acid

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
With triethylamine In tert-butyl alcohol

: 501-53-1
benzyl chloroformate

: Nδ-tert.-Butoxycarbonyl-Orn-acetat

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
With sodium hydroxide

: 13139-17-8
N-(Benzyloxycarbonyloxy)succinimide

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

: 3184-13-2
L-ornithine hydrochloride

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
Stage #1: di-tert-butyl dicarbonate; L-ornithine hydrochloride With sodium hydroxide; copper diacetate In water; acetone for 44h; Stage #2: With 8-quinolinol; sodium carbonate In water; acetone for 1.5h; Stage #3: N-(Benzyloxycarbonyloxy)succinimide In water; acetone at 20℃; for 1.5h;

...Expand

: 501-53-1
benzyl chloroformate

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: Na2CO3 / H2O; acetone / 0.5 h / -10 °C 2.1: Cu(CH3COO)2; NaOH / H2O; acetone / 44 h 2.2: 8-quinolinol; Na2CO3 / acetone; H2O / 1.5 h 2.3: H2O; acetone / 1.5 h / 20 °C View Scheme

: 25693-00-9
N5-((Ξ)-benzyliden)-L-ornithine

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: MgO / dioxane; H2O View Scheme

: 501-53-1
benzyl chloroformate

aqueous alanine: aqueous alanine

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: MgO / dioxane; H2O View Scheme

: 70-26-8
L-ornithine

: 7733-29-1
Z-Orn(Boc)-OH

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

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: copper(II) View Scheme

: 7733-29-1
Z-Orn(Boc)-OH

: 2640-58-6
Nα-benzyloxycarbonyl-L-ornithine

Conditions

Conditions	Yield
With triethylsilane; trifluoroacetic acid In dichloromethane for 0.166667h; Ambient temperature;	100%
With trifluoroacetic acid In dichloromethane for 0.5h;	92%
With toluene-4-sulfonic acid; triethylamine In acetone for 1h; Heating;	19.55 g

: 7733-29-1
Z-Orn(Boc)-OH

: 6306-52-1
L-valine methylester hydrochloride

: Cbz-Orn(N-Boc)-Val-OMe

Conditions

Conditions	Yield
Stage #1: Z-Orn(Boc)-OH 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 0.166667h; Stage #2: L-valine methylester hydrochloride In N,N-dimethyl-formamide at 20℃; for 18h; Enzymatic reaction;	99%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃;	86%

: 7733-29-1
Z-Orn(Boc)-OH

: 119158-00-8
(S)-benzyl 1-amino-5-tert-butoxycarbonylamino-1-oxopentan-2-yl-ylcarbamate

Conditions

Conditions	Yield
Stage #1: Z-Orn(Boc)-OH With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -10℃; for 0.333333h; Inert atmosphere; Stage #2: With ammonium hydroxide In tetrahydrofuran; water at 10 - 20℃; Inert atmosphere;	99%

: 7733-29-1
Z-Orn(Boc)-OH

: 100-46-9
benzylamine

: N-benzyloxycarbonyl-N-ε-tert-butoxycarbonyl-L-ornithylbenzylamide

Conditions

Conditions	Yield
Stage #1: Z-Orn(Boc)-OH With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran for 0.166667h; Cooling with ice; Stage #2: benzylamine With 4-methyl-morpholine at 20℃; for 12h; pH=8; Cooling with ice;	98.7%
Stage #1: Z-Orn(Boc)-OH With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran for 0.166667h; Cooling with ice; Stage #2: benzylamine With 4-methyl-morpholine at 20℃; for 8h; pH=8;	98.7%

: 7733-29-1
Z-Orn(Boc)-OH

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

: 913094-50-5
[4-benzyloxycarbonylamino-4-(methoxy-methyl-carbamoyl)-butyl]-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: Z-Orn(Boc)-OH; N,O-dimethylhydroxylamine*hydrochloride With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;	98%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In N,N-dimethyl-formamide at 0℃; for 3h;	95%

: 7733-29-1
Z-Orn(Boc)-OH

: 7517-19-3
methyl (L)-leucinate hydrochloride

: Z-Orn(δ-Boc)-Leu-OMe

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃;	98%
With 2,6-dimethylpyridine; 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate In water at 20 - 25℃;	91%
Stage #1: Z-Orn(Boc)-OH 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 In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere; Stage #2: methyl (L)-leucinate hydrochloride In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;	86%

: 7733-29-1
Z-Orn(Boc)-OH

: 18598-74-8
methyl L-isoleucinate hydrochloride

: Cbz-Orn(N-Boc)-Ile-OMe

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃;	98%

: 7733-29-1
Z-Orn(Boc)-OH

: Boc-threo-β-phenyl-Ser-Sta-NH(CH2)2Ph

: Cbz-Orn(N-Boc)-threo-β-phenyl-Ser-Sta-NH(CH2)2Ph

Conditions

Conditions	Yield
Stage #1: Boc-threo-β-phenyl-Ser-Sta-NH(CH2)2Ph With hydrogenchloride In 1,4-dioxane at 20℃; for 1h; Stage #2: Z-Orn(Boc)-OH With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 18h;	98%

: 7733-29-1
Z-Orn(Boc)-OH

: 3182-93-2
(L)-phenylalanine ethyl ester hydrochloride

: Cbz-Orn(N-Boc)-Phe-OEt

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃;	97%

: 14529-00-1
benzyl 3-aminopropionate

: 7733-29-1
Z-Orn(Boc)-OH

: 123486-27-1
Z-Orn(Boc)-β-Ala-OBzl

Conditions

Conditions	Yield
	96%

: 7733-29-1
Z-Orn(Boc)-OH

: 169157-66-8
(2,2-dimethoxyethyl)aminoacetic acid tert-butyl ester

: tert-butyl 2-[[(2S)-2-[(benzyloxycarbonyl)amino]-5-[(tert-butoxycarbonyl)amino]pentanoyl](2,2-dimethoxyethyl)amino]acetate

Conditions

Conditions	Yield
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 20℃; for 2h;	94%

: 57260-73-8
N-BOC-1,2-diaminoethane

: 7733-29-1
Z-Orn(Boc)-OH

: 33194-29-5
benzyl-{(1S)-4-[(tert-butoxycarbonyl)amino]-1-[({2-[(tert-butoxycarbonyl)amino]ethyl}amino)-carbonyl]butyl}carbamate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water; N,N-dimethyl-formamide at 0 - 20℃; for 12h;	94%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; for 12h;	94%

: 7733-29-1
Z-Orn(Boc)-OH

: 92762-94-2
β-benzyl-L-aspartic acid amide trifluoroacetate

: 129594-14-5
Z-Orn(Boc)-Asp(OBzl)-NH2

Conditions

Conditions	Yield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In tetrahydrofuran 1.) 0 deg C, 30 min, 2.) RT, 4 h;	90%

: 7733-29-1
Z-Orn(Boc)-OH

: 100-39-0
benzyl bromide

: 92455-57-7
Nα-(Benzyloxycarbonyl)-Nδ-(t-butoxycarbonyl)-L-ornithine benzyl ester

Conditions

Conditions	Yield
With triethylamine In ethyl acetate for 8h; Heating;	90%
With triethylamine In N,N-dimethyl-formamide at 20℃; for 24h;	79%
With diisopropylamine In acetonitrile at 20℃; for 14h;	7.89 g

: 7733-29-1
Z-Orn(Boc)-OH

: 331866-80-9
(R)-3-Amino-hexadecanoic acid methyl ester

: 331866-81-0
(R)-3-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-hexadecanoic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h;	90%

: 7733-29-1
Z-Orn(Boc)-OH

: 4138-35-6
methyl 3-aminopropanoate

: 129742-82-1
Z-Orn(Boc)-β-Ala-OMe

Conditions

Conditions	Yield
With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In chloroform at 0℃; for 2h;	89%

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

: 7733-29-1
Z-Orn(Boc)-OH

: (4-benzyloxycarbonylamino-6-chloro-5-oxo-hexyl)-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: Z-Orn(Boc)-OH With triethylamine; isobutyl chloroformate In tetrahydrofuran Stage #2: diazomethane In tetrahydrofuran; diethyl ether at 4℃; Stage #3: With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; diethyl ether at -15℃; for 0.25h;	88.9%

: 501-53-1
benzyl chloroformate

: copper(II) complex of Nδ-tert-butoxycarbonyl-L-ornithine

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
Stage #1: copper(II) complex of Nδ-tert-butoxycarbonyl-L-ornithine With 8-quinolinol; sodium carbonate In acetone for 1h; Stage #2: benzyl chloroformate With 1-hydroxy-pyrrolidine-2,5-dione In water at -5℃; for 0.5h;	95%

: 13650-49-2
Nδ-(tert-butoxycarbonyl)-L-ornithine

: 501-53-1
benzyl chloroformate

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water at 20℃; for 12h;	90%

: 19506-72-0
benzyl-8-quinolyl carbonate

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

: 3184-13-2
L-ornithine hydrochloride

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
Acylation; Multistep reaction;	82%

...Expand

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

: 2640-58-6
Nα-benzyloxycarbonyl-L-ornithine

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
With sodium hydroxide; triethylamine In methanol at 20℃; for 24h;	36%
With triethylamine In methanol at 40℃; for 1h;
With sodium hydrogencarbonate

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

: 2640-58-6
Nα-benzyloxycarbonyl-L-ornithine

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
With hydroxide
With magnesium oxide In 1,4-dioxane; water

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

: 62234-40-6
(2S)-2-{[(benzyloxy)carbonyl]amino}-4-(dimethylamino)butanoic acid

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
With triethylamine In tert-butyl alcohol

: 501-53-1
benzyl chloroformate

: Nδ-tert.-Butoxycarbonyl-Orn-acetat

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
With sodium hydroxide

: 13139-17-8
N-(Benzyloxycarbonyloxy)succinimide

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

: 3184-13-2
L-ornithine hydrochloride

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
Stage #1: di-tert-butyl dicarbonate; L-ornithine hydrochloride With sodium hydroxide; copper diacetate In water; acetone for 44h; Stage #2: With 8-quinolinol; sodium carbonate In water; acetone for 1.5h; Stage #3: N-(Benzyloxycarbonyloxy)succinimide In water; acetone at 20℃; for 1.5h;

...Expand

: 501-53-1
benzyl chloroformate

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: Na2CO3 / H2O; acetone / 0.5 h / -10 °C 2.1: Cu(CH3COO)2; NaOH / H2O; acetone / 44 h 2.2: 8-quinolinol; Na2CO3 / acetone; H2O / 1.5 h 2.3: H2O; acetone / 1.5 h / 20 °C View Scheme

: 25693-00-9
N5-((Ξ)-benzyliden)-L-ornithine

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: MgO / dioxane; H2O View Scheme

: 501-53-1
benzyl chloroformate

aqueous alanine: aqueous alanine

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: MgO / dioxane; H2O View Scheme

: 70-26-8
L-ornithine

: 7733-29-1
Z-Orn(Boc)-OH

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

: 7733-29-1
Z-Orn(Boc)-OH

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: copper(II) View Scheme

: 7733-29-1
Z-Orn(Boc)-OH

: 2640-58-6
Nα-benzyloxycarbonyl-L-ornithine

Conditions

Conditions	Yield
With triethylsilane; trifluoroacetic acid In dichloromethane for 0.166667h; Ambient temperature;	100%
With trifluoroacetic acid In dichloromethane for 0.5h;	92%
With toluene-4-sulfonic acid; triethylamine In acetone for 1h; Heating;	19.55 g

: 7733-29-1
Z-Orn(Boc)-OH

: 6306-52-1
L-valine methylester hydrochloride

: Cbz-Orn(N-Boc)-Val-OMe

Conditions

Conditions	Yield
Stage #1: Z-Orn(Boc)-OH 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 0.166667h; Stage #2: L-valine methylester hydrochloride In N,N-dimethyl-formamide at 20℃; for 18h; Enzymatic reaction;	99%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃;	86%

: 7733-29-1
Z-Orn(Boc)-OH

: 119158-00-8
(S)-benzyl 1-amino-5-tert-butoxycarbonylamino-1-oxopentan-2-yl-ylcarbamate

Conditions

Conditions	Yield
Stage #1: Z-Orn(Boc)-OH With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -10℃; for 0.333333h; Inert atmosphere; Stage #2: With ammonium hydroxide In tetrahydrofuran; water at 10 - 20℃; Inert atmosphere;	99%

: 7733-29-1
Z-Orn(Boc)-OH

: 100-46-9
benzylamine

: N-benzyloxycarbonyl-N-ε-tert-butoxycarbonyl-L-ornithylbenzylamide

Conditions

Conditions	Yield
Stage #1: Z-Orn(Boc)-OH With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran for 0.166667h; Cooling with ice; Stage #2: benzylamine With 4-methyl-morpholine at 20℃; for 12h; pH=8; Cooling with ice;	98.7%
Stage #1: Z-Orn(Boc)-OH With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran for 0.166667h; Cooling with ice; Stage #2: benzylamine With 4-methyl-morpholine at 20℃; for 8h; pH=8;	98.7%

: 7733-29-1
Z-Orn(Boc)-OH

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

: 913094-50-5
[4-benzyloxycarbonylamino-4-(methoxy-methyl-carbamoyl)-butyl]-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: Z-Orn(Boc)-OH; N,O-dimethylhydroxylamine*hydrochloride With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;	98%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In N,N-dimethyl-formamide at 0℃; for 3h;	95%

: 7733-29-1
Z-Orn(Boc)-OH

: 7517-19-3
methyl (L)-leucinate hydrochloride

: Z-Orn(δ-Boc)-Leu-OMe

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃;	98%
With 2,6-dimethylpyridine; 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate In water at 20 - 25℃;	91%
Stage #1: Z-Orn(Boc)-OH 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 In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere; Stage #2: methyl (L)-leucinate hydrochloride In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;	86%

: 7733-29-1
Z-Orn(Boc)-OH

: 18598-74-8
methyl L-isoleucinate hydrochloride

: Cbz-Orn(N-Boc)-Ile-OMe

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃;	98%

: 7733-29-1
Z-Orn(Boc)-OH

: Boc-threo-β-phenyl-Ser-Sta-NH(CH2)2Ph

: Cbz-Orn(N-Boc)-threo-β-phenyl-Ser-Sta-NH(CH2)2Ph

Conditions

Conditions	Yield
Stage #1: Boc-threo-β-phenyl-Ser-Sta-NH(CH2)2Ph With hydrogenchloride In 1,4-dioxane at 20℃; for 1h; Stage #2: Z-Orn(Boc)-OH With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 18h;	98%

: 7733-29-1
Z-Orn(Boc)-OH

: 3182-93-2
(L)-phenylalanine ethyl ester hydrochloride

: Cbz-Orn(N-Boc)-Phe-OEt

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃;	97%

: 14529-00-1
benzyl 3-aminopropionate

: 7733-29-1
Z-Orn(Boc)-OH

: 123486-27-1
Z-Orn(Boc)-β-Ala-OBzl

Conditions

Conditions	Yield
	96%

: 7733-29-1
Z-Orn(Boc)-OH

: 169157-66-8
(2,2-dimethoxyethyl)aminoacetic acid tert-butyl ester

: tert-butyl 2-[[(2S)-2-[(benzyloxycarbonyl)amino]-5-[(tert-butoxycarbonyl)amino]pentanoyl](2,2-dimethoxyethyl)amino]acetate

Conditions

Conditions	Yield
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 20℃; for 2h;	94%

: 57260-73-8
N-BOC-1,2-diaminoethane

: 7733-29-1
Z-Orn(Boc)-OH

: 33194-29-5
benzyl-{(1S)-4-[(tert-butoxycarbonyl)amino]-1-[({2-[(tert-butoxycarbonyl)amino]ethyl}amino)-carbonyl]butyl}carbamate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water; N,N-dimethyl-formamide at 0 - 20℃; for 12h;	94%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; for 12h;	94%

: 7733-29-1
Z-Orn(Boc)-OH

: 92762-94-2
β-benzyl-L-aspartic acid amide trifluoroacetate

: 129594-14-5
Z-Orn(Boc)-Asp(OBzl)-NH2

Conditions

Conditions	Yield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In tetrahydrofuran 1.) 0 deg C, 30 min, 2.) RT, 4 h;	90%

: 7733-29-1
Z-Orn(Boc)-OH

: 100-39-0
benzyl bromide

: 92455-57-7
Nα-(Benzyloxycarbonyl)-Nδ-(t-butoxycarbonyl)-L-ornithine benzyl ester

Conditions

Conditions	Yield
With triethylamine In ethyl acetate for 8h; Heating;	90%
With triethylamine In N,N-dimethyl-formamide at 20℃; for 24h;	79%
With diisopropylamine In acetonitrile at 20℃; for 14h;	7.89 g

: 7733-29-1
Z-Orn(Boc)-OH

: 331866-80-9
(R)-3-Amino-hexadecanoic acid methyl ester

: 331866-81-0
(R)-3-((S)-2-Benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanoylamino)-hexadecanoic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h;	90%

: 7733-29-1
Z-Orn(Boc)-OH

: 4138-35-6
methyl 3-aminopropanoate

: 129742-82-1
Z-Orn(Boc)-β-Ala-OMe

Conditions

Conditions	Yield
With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In chloroform at 0℃; for 2h;	89%

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

: 7733-29-1
Z-Orn(Boc)-OH

: (4-benzyloxycarbonylamino-6-chloro-5-oxo-hexyl)-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: Z-Orn(Boc)-OH With triethylamine; isobutyl chloroformate In tetrahydrofuran Stage #2: diazomethane In tetrahydrofuran; diethyl ether at 4℃; Stage #3: With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; diethyl ether at -15℃; for 0.25h;	88.9%

N-Cbz-N'-Boc-L-ornithine Chemical Properties

Molecular Formula:C₁₈H₂₆N₂O₆
Molar mass:366.40884g/mol
Structure of Z-ORN(BOC)-OH(7733-29-1):

Synonyms of Z-ORN(BOC)-OH(7733-29-1):CBZ-ORN(BOC)-OH;N-ALPHA-BENZYLOXYCARBONYL-N-DELTA-TERT-BUTYLOXYCARBONYL-L-ORNITHINE;N-ALPHA-BENZYLOXYCARBONYL-N-DELTA-T-BUTYLOXYCARBONYL-L-ORNITHINE;N-ALPHA-BENZYLOXYCARBONYL-N-DELTA-BOC-L-ORNITHINE;N-ALPHA-CARBOBENZOXY,N-DELTA-T-BUTOXYCARBONYL-L-ORNITHINE;Z-N-S-BOC-L-ORNITHINE;N-ALPHA-CBZ-N-DELTA-T-BOC-L-ORNITHINE;Z-N-DELTA-BOC-L-ORNITHINE
Density:1.193 g/cm³
Flash Point:304 °C
Boiling Point:579.1 °C at 760 mmHg
Index of Refraction:1.526
Vapour Pressure:2.99E-14 mmHg at 25°C

N-Cbz-N'-Boc-L-ornithine Specification

Product Categories of Z-ORN(BOC)-OH(7733-29-1):Ornithine [Org];Amino Acid Derivatives

Product Name

Z-ORN(BOC)-OH

Synthetic route

N-Cbz-N'-Boc-L-ornithine Chemical Properties

N-Cbz-N'-Boc-L-ornithine Specification

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