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BOC-D-ORN(Z)-OH

Product Name
BOC-D-ORN(Z)-OH
CAS No.
16937-92-1
Chemical Name
BOC-D-ORN(Z)-OH
Synonyms
BOC-D-ORN(Z)-OH;Boc-D-Orn(Cbz)-OH;BOC-D-ORNITHINE(CBZ);BOC-D-ORNITHINE(Z)-OH;nα-boc-nδ-z-d-ornithine;N-Boc-N'-Cbz-D-Ornithine;Boc-D-Orn(Z)-OH;N2-Boc-N5-Cbz-D-ornithine;BOC-N-DELTA-Z-D-ORNITHINE;BOC-D-ORN(Z)-OH USP/EP/BP
CBNumber
CB1157611
Molecular Formula
C18H26N2O6
Formula Weight
366.41
MOL File
16937-92-1.mol
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BOC-D-ORN(Z)-OH Property

Boiling point:
579.1±50.0 °C(Predicted)
Density 
1.193±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka
3.96±0.21(Predicted)
form 
Solid
BRN 
2400891
InChIKey
QYYCZJUFHDLLOJ-CQSZACIVSA-N
CAS DataBase Reference
16937-92-1
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
15193
Product name
Boc-D-Orn(Z)-OH
Purity
≥98.0% (TLC)
Packaging
5g
Price
$642
Updated
2023/06/20
TRC
Product number
B802775
Product name
Boc-D-Orn(Z)-OH
Packaging
100mg
Price
$45
Updated
2021/12/16
Activate Scientific
Product number
AS112805
Product name
D-Boc-Orn(Cbz)-OH
Purity
97%
Packaging
1g
Price
$52
Updated
2021/12/16
AK Scientific
Product number
J51445
Product name
Boc-D-Orn(Z)-OH
Packaging
1g
Price
$30
Updated
2021/12/16
Matrix Scientific
Product number
089679
Product name
(R)-5-(((Benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanoic acid
Packaging
1g
Price
$72
Updated
2021/12/16
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BOC-D-ORN(Z)-OH Chemical Properties,Usage,Production

Uses

peptide synthesis

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

24424-99-5

16937-91-0

2480-93-5

General procedure for the synthesis of N-tert-butoxycarbonyl-N'-benzyloxycarbonyl-L-ornithine from di-tert-butyl dicarbonate and N'-Cbz-D-Ornithine: N'-Cbz-D-Ornithine (22 g, 82.6 mmol) was dissolved or suspended in an aqueous solution (250 mL) of potassium carbonate (12.56 g, 90.9 mmol), followed by addition of 1,4-dioxane (100 mL). A solution of di-tert-butyl dicarbonate (18.93 g, 86.75 mmol) dissolved in 1,4-dioxane (200 mL) was added slowly and dropwise to the reaction mixture over 60 minutes. The reaction mixture was stirred overnight at room temperature and subsequently concentrated under reduced pressure to about 150 mL. water (50 mL) was added and the pH was adjusted to 2-3 with 1 M aqueous hydrochloric acid (about 150 mL). extraction was carried out with ethyl acetate (first 400 mL, then 3 x 300 mL), and the organic phases were combined, and the reaction was carried out in sequence with 10 mM aqueous hydrochloric acid (100 mL), saturated NH4Cl aqueous solution (200 mL) and water (100 mL) to wash. Finally, it was washed with brine (250 mL) and dried over sodium sulfate. After filtration, the solvent was evaporated to give a pale yellow oil, which gradually became foamy and eventually hardened to a solid during vacuum drying (27.8 g, 92% yield). The product was characterized by 1H NMR (300 MHz, DMSO-d6): δ (ppm) 1.38 (s, 9H), 1.4-1.59 (m, 3H), 1.65 (m, 1H), 2.98 (m, 2H), 3.83 (m, 1H), 5.0 (s, 2H), 7.07 (d, 1H, 3J = 8.0 Hz), 7.25 (t. 1H, 3J = 5.5Hz), 7.34 (m, 5H), 12.42 (s, 1H); molecular formula C18H28N2O6 (molecular weight 366.4).

References

[1] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 9, p. 2859 - 2878

BOC-D-ORN(Z)-OH Preparation Products And Raw materials

Raw materials

Preparation Products

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BOC-D-ORN(Z)-OH Suppliers

China 94 India 2 Japan 3 Switzerland 1 United Kingdom 2 United States 10 Global 112
Watanabe Chemical Industries, Ltd.
Tel
--
Fax
--
Email
inquiry@watanabechem.co.jp
Country
Japan
ProdList
1918
Advantage
50
Watanabe Chemical Industries, Ltd.
Tel
--
Fax
--
Country
Japan
ProdList
4811
Advantage
42
Kokusan Chemical Co., Ltd.
Tel
--
Fax
--
Email
tech@kokusan-chem.co.jp
Country
Japan
ProdList
1658
Advantage
51
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View Lastest Price from BOC-D-ORN(Z)-OH manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
BOC-D-ORN(Z)-OH 16937-92-1
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2025-03-07
Career Henan Chemical Co
Product
N-Boc-N'-Cbz-D-Ornithine 16937-92-1
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
200KG
Release date
2020-01-09

16937-92-1, BOC-D-ORN(Z)-OHRelated Search:

BOC-O-DIBENZYLPHOSPHO-L-SERINE BOC-LYS(AC)-OH BOC-DAP(Z)-OH BOC-L-BETA-HOMOLEUCINE BOC-D-PRO-OSU 3-(3-BROMO-PHENYL)-3-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID BOC-D-MEPHE-OH DCHA N-Boc-Ethylenediamine Boc-O-tert-butyl-L-threonine BOC-GLU(OFM)-OH BOC-D-ORN(Z)-OH tert-Butyl 4-(methylamino)butylcarbamate BOC-L-ORN(BOC)-OH 5-(Z-AMINO)-1-PENTANOL Boc-L-Orn(Cbz)-OH,BOC-L-ORN(Z)-OH L-Ornithine BOC-L-ORN(PYRAZINYLCARBONYL)-OH BOC-D-ORN(BOC)-OH

  • (R)-12,12-dimethyl-3,10-dioxo-1-phenyl-2,11-dioxa-4,9-diazatridecane-8-carboxylic acid
  • Boc-N-delta-Cbz-D-ornithine
  • N^d-Benzyloxycarbonyl-N^a-Boc-D-ornithine, 98%
  • (R)-5-(((Benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanoic acid
  • Nα-Boc-Nδ-Z-D-ornithine≥ 99% (HPLC)
  • Ndelta-Benzyloxycarbonyl-Nalpha-Boc-D-ornithine
  • BOC-D-ORNITHINE(CBZ)
  • BOC-D-ORNITHINE(Z)-OH
  • N2-Boc-N5-Cbz-D-ornithine
  • 5-amino-2-[[(2-methylpropan-2-yl)oxy-oxomethyl]-phenylmethoxycarbonylamino]pentanoic acid
  • (2R)-5-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}pentanoic acid
  • BOC-D-ORN(Z)-OH
  • BOC-N-DELTA-Z-D-ORNITHINE
  • N-DELTA-Z-N-ALPHA-BOC-D-ORNITHINE
  • N-ALPHA-BOC-N-DELTA-Z-D-ORNITHINE
  • N-ALPHA-BUTOXYCARBONYL-N-DELTA-CARBOBENZOXY-D-ORNITHINE
  • Nα-Boc-Nδ-Z-D-ornithine, Nδ-Z-Nα-Boc-D-ornithine
  • N-Boc-N'-Cbz-D-Ornithine
  • nα-boc-nδ-z-d-ornithine
  • N5-Benzyloxycarbonyl-N2-tert-butoxycarbonyl-D -ornithine
  • Boc-D-Orn(Cbz)-OH
  • (Tert-Butoxy)Carbonyl D-Orn(Z)-OH
  • D-Ornithine, N2-[(1,1-dimethylethoxy)carbonyl]-N5-[(phenylmethoxy)carbonyl]-
  • (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-(phenylmethoxycarbonylamino)pentanoicaci
  • BOC-D-ORN(Z)-OH USP/EP/BP
  • (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-(phenylmethoxycarbonylamino)pentanoic acid
  • N2-[(1,1-Dimethylethoxy)carbonyl]-N5-[(phenylmethoxy)carbonyl]-D-ornithine
  • Boc-<sc>D</sc>-Orn(Z)-OH
  • 16937-92-1
  • Ornithine
  • Peptide Synthesis
  • Specialty Synthesis
  • Unnatural Amino Acid Derivatives
  • Ornithine [Org]