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Fmoc-L-Lys(Dde)-OH

Product Name
Fmoc-L-Lys(Dde)-OH
CAS No.
150629-67-7
Chemical Name
Fmoc-L-Lys(Dde)-OH
Synonyms
FMOC-LYS(DDE)-OH;Fmoc-Lys(Dde);FMOC-L-LYS(DDE);(S)-2-((((9H-fluoren-9-yl)Methoxy)carbonyl)aMino)-6-((1-(4,4-diMethyl-2,6-dioxocyclohexylidene)ethyl)aMino)hexanoic acid;N-ALPHA-(9-FLUOR;FMOC-L-LYS(DDE)-OH;Fmoc-F3aao(tBu)-OH;FMOC-LYSINE(DDE)-OH;Fmoc-Lys(Dde)-OH,97%;N-Fmoc-N'-Dde-L-lysin
CBNumber
CB9108174
Molecular Formula
C31H36N2O6
Formula Weight
532.63
MOL File
150629-67-7.mol
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Fmoc-L-Lys(Dde)-OH Property

Melting point:
~80 °C (dec.)
Boiling point:
750.1±60.0 °C(Predicted)
Density 
1.222±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
soluble in Methanol
form 
powder to crystal
pka
3.88±0.21(Predicted)
color 
White to Light yellow
optical activity
2.6° (C=0.01 g/ml, MEOH)
InChIKey
ZPSRBXWVBNVFTO-VWLOTQADSA-N
SMILES
C(O)(=O)[C@H](CCCCN/C(=C1/C(=O)CC(C)(C)CC/1=O)/C)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
CAS DataBase Reference
150629-67-7(CAS DataBase Reference)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
2924 29 70
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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.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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
8.52057
Product name
Fmoc-Lys(Dde)-OH
Purity
Novabiochem?
Packaging
1g
Price
$224
Updated
2025/07/31
Sigma-Aldrich
Product number
8.52057
Product name
Fmoc-Lys(Dde)-OH
Purity
Novabiochem?
Packaging
5G
Price
$449
Updated
2025/07/31
Sigma-Aldrich
Product number
8.52057
Product name
Fmoc-Lys(Dde)-OH
Purity
Novabiochem<SUP>&#174;</SUP>
Packaging
25 g
Price
$550
Updated
2025/07/31
Sigma-Aldrich
Product number
8.52057
Product name
Fmoc-Lys(Dde)-OH
Purity
Novabiochem<SUP>&#174;</SUP>
Packaging
25 g
Price
$550
Updated
2025/07/31
Sigma-Aldrich
Product number
8.52057
Product name
Fmoc-Lys(Dde)-OH
Purity
Novabiochem<SUP>&#174;</SUP>
Packaging
100 g
Price
$3310
Updated
2025/07/31
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Fmoc-L-Lys(Dde)-OH Chemical Properties,Usage,Production

Chemical Properties

White to off-white crystalline powder

Uses

The amino-protecting group Dde is orthogonal to both Fmoc and Boc protection and therefore useful to enable extension from lysine side chains by using Fmoc-tBu solid-phase methodologies.

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

Synthesis

94142-97-9

71989-26-9

150629-67-7

GENERAL STEPS: N-α-Fmoc-N-ε-Boc-L-lysine (5.66 g, 12.1 mmol) was dissolved in 4 M HCl/dioxane (120 mL) and stirred at room temperature for 2 h to remove the tert-butoxycarbonyl protecting group. Upon completion of the reaction, the solvent was removed by concentration under reduced pressure. The resulting residue was dissolved in ethanol (60 mL) followed by the addition of 2-(1-hydroxyethylidene)-5,5-dimethylcyclohexane-1,3-dione (3.36 g, 18.4 mmol) and N,N-diisopropylethylamine (6.2 mL, 35.6 mmol). The reaction mixture was heated to reflux for 17 hours. After cooling to room temperature, the solvent was removed by concentration under reduced pressure. The residue was dissolved in ethyl acetate (300 mL), washed sequentially with 1 M HCl (100 mL) and saturated saline (100 mL), and the organic phase was dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by silica gel column chromatography (0.5%-3% methanol/dichloromethane gradient elution) to afford N-fluorenylmethoxycarbonyl-N'-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-L-lysine (2.64 g, 41% yield) as a white solid. The spectral data of the product were consistent with those reported in the literature.1H NMR (500 MHz, CDCl3): δ 13.31 (br s, 1H), 7.75 (d, J = 7.8 Hz, 2H), 7.59 (t, J = 7.8 Hz, 2H), 7.38 (t, J = 7.8 Hz, 2H), 7.31-7.28 (m, 2H), 5.73 (d, J = 8.0 Hz, 1H), 4.48-4.45 (m, 1H), 4.37 (d, J = 7.1 Hz, 2H), 4.20 (t, J = 7.1 Hz, 1H), 3.43-3.40 (m, 2H), 2.55 (s, 3H), 2.36 (s, 4H), 2.00-1.50 (m, 6H), 1.01 (s, 6H). HR-MS (m/z, FAB): calculated C31H37N2O6 ([M+H]+), 533.2652; measured, 533.2643.

References

[1] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 3, p. 1227 - 1234

Fmoc-L-Lys(Dde)-OH Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Fmoc-L-Lys(Dde)-OH manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd
Product
Fmoc-Lys(DDE)-OH 150629-67-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%+
Supply Ability
1T+
Release date
2024-03-06
Hebei Dangtong Import and export Co LTD
Product
Fmoc-L-Lys(Dde)-OH 150629-67-7
Price
US $500.00-420.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100Tons
Release date
2023-11-16
Chengdu Baishixing Science and Technology Industry Co.,Ltd
Product
FMOC-lys(dde)-OH 150629-67-7
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200KG/MONTH
Release date
2024-02-26

150629-67-7, Fmoc-L-Lys(Dde)-OHRelated Search:


  • FMOC-L-LYS(DDE)
  • FMOC-L-LYS(DDE)-OH
  • FMOC-LYSINE(DDE)-OH
  • FMOC-LYS(DDE)-OH
  • FMOC-N-EPSILON-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)ETHYL-D-LYSINE
  • (S)-2-((((9H-fluoren-9-yl)Methoxy)carbonyl)aMino)-6-((1-(4,4-diMethyl-2,6-dioxocyclohexylidene)ethyl)aMino)hexanoic acid
  • N-Fmoc-N'-[1-(4,4-Dimethyl-2,6-dioxocyclohexylidene)ethyl]-L-lysine
  • N-alpha-Fmoc-N-epsilon-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-L-lysine
  • N-ALPHA-(9-FLUOR
  • (2S)-6-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid
  • N-Fmoc-N'-[1-(4,4-Dimethyl-2,6-dioxocyclohexylidene)ethyl]-D-lysine
  • Nα-Fmoc-Nε-Dde-L-lysine, Nα-Fmoc-Nε-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-L-lysine
  • Nα-Fmoc-Nε-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-D-lysine, Nα-Fmoc-Nε-Dde-D-lysine
  • N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-EPSILON-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)ETHYL-L-LYSINE
  • N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-EPSILON-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)ETHYL-L-LYSINE
  • N-ALPHA-FMOC-N-EPSILON-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLDINE)ETHYL-L-LYSINE
  • N-ALPHA-FMOC-N-EPSILON-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)ETHYL-L-LYSINE
  • N-ALPHA-FMOC-N-EPSILON-1-[(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDINE)ETHYL]-L-LYSINE
  • N-ALPHA-FMOC-N-EPSILON-[1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEXYLIDENE)ETHYL]-D-LYSINE
  • N-ALPHA-FMOC-N-EPSILON-DDE-D-LYSINE
  • N(A)-fmoc-N(E)(4,4-dime.-2,6-dioxocyclo-hexylidene)et.-L-lys
  • N-α-Fmoc-N-ε-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-L-lysine
  • FMoc-Lys(Dde)-OH N-α-FMoc-N-ε-1-(4,4-diMethyl-2,6-dioxocyclohex-1 -ylidene)ethyl-L-lysine
  • Fmoc-Lys(Dde)
  • (9H-Fluoren-9-yl)MethOxy]Carbonyl Lys(Dde)-OH
  • Fmoc-L-Lys(Dde)-OH (2S)-6-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethylamino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoic acid
  • (R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-(1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethylamino)hexanoic acid
  • Nα-Fmoc-Nω-Dde-L-lysine
  • Nα-Fmoc-Nε-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-L-lysine≥ 99% (HPLC)
  • Nα-Fmoc-Nε-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-D-lysine≥ 99% (HPLC)
  • FMOC-N-EPSILON-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)ETHYL-L-LYSINE
  • L-Lysine, N6-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-
  • Nalpha-[(9H-Fluoren-9-ylmethyloxy)carbonyl]-Nepsilon-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-L-lysine
  • N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-EPSILON-1-(4,4-DIMETHYL-2,6-DIOXOCYCLOHEX-1-YLIDENE)ETHYL-D-LYSINE
  • (2S)-6-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethylamino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoicaci
  • Fmoc-L-Lys(Dde)-OH USP/EP/BP
  • Nα-Fmoc-Nε-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-L-lysine
  • Nα-[(9H-Fluoren-9-ylmethyloxy)carbonyl]-Nε-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-L-lysine
  • Fmoc-F3aao(tBu)-OH
  • Fmoc-Lys(Dde)-OH,97%
  • N6-[1-(4,4-Dimethyl-2,6-dioxocyclohexylidene)ethyl]-N2-Fmoc-L-lysine
  • (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[1-(2-hydroxy-4,4-dimethyl-6-oxocyclohexen-1-yl)ethylideneamino]hexanoic acid
  • N-Fmoc-N'-Dde-L-lysin
  • 150629-67-7
  • Fmoc-Amino Acids and Derivatives
  • amino acid
  • Amino Acids