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

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Name

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

EINECS 1592732-453-0
CAS No. 7733-29-1 Density 1.193 g/cm3
PSA 113.96000 LogP 3.45270
Solubility N/A Melting Point 96-103ºC
Formula C18H26N2O6 Boiling Point 579.1 °C at 760 mmHg
Molecular Weight 366.414 Flash Point 304 °C
Transport Information N/A Appearance white - off-white powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 7733-29-1 (Z-ORN(BOC)-OH) Hazard Symbols N/A
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;

Article Data 15

N-Cbz-N'-Boc-L-ornithine Synthetic route

501-53-1

benzyl chloroformate

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

7733-29-1

Z-Orn(Boc)-OH

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
Acylation; Multistep reaction;82%
24424-99-5

di-tert-butyl dicarbonate

2640-58-6

Nα-benzyloxycarbonyl-L-ornithine

7733-29-1

Z-Orn(Boc)-OH

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With triethylamine In tert-butyl alcohol
501-53-1

benzyl chloroformate

Nδ-tert.-Butoxycarbonyl-Orn-acetat

7733-29-1

Z-Orn(Boc)-OH

Conditions
ConditionsYield
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
ConditionsYield
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;
501-53-1

benzyl chloroformate

7733-29-1

Z-Orn(Boc)-OH

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

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
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