147290-11-7

Basic information

• Product Name: FMOC-ORN(ALOC)-OH
• Synonyms: FMOC-L-ORN(ALLOC)-OH;N-α-Boc-N-δ-allyloxycarbonyl-L-ornithine;nα-fmoc-nδ-alloc-l-ornithine;N-ALPHA-(9-FLUOROENYLMETHYLOXYCARBONYL)-N--ALLYLOXYCARBONYL-L-ORNITHINE;NDELTA-Allyloxycarbonyl-NALPHA-9-fluorenylmethoxycarbonyl-L-ornithine;Fmoc-L-Orn(Aloc)-OH;N2-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-N5-[(2-PROPENYLOXY)CARBONYL]-L-ORNITHINE;Nδ-Alloc-Nα-Fmoc-L-ornithine
• CAS NO: 147290-11-7
• Molecular Formula: C₂₄H₂₆N₂O₆
• Molecular Weight: 438.47
• Product Categories: chiral;Amino Acids
• Mol File: 147290-11-7.mol

Chemical Properties

• Boiling Point: 683.9 °C at 760 mmHg
• Flash Point: 367.4 °C
• Appearance: /Solid
• Density: 1.255 g/cm³
• Vapor Pressure: 1.21E-19mmHg at 25°C
• Refractive Index: 1.583
• Storage Temp.: 2-8°C
• PKA: 3.85±0.21(Predicted)
• CAS DataBase Reference: FMOC-ORN(ALOC)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-ORN(ALOC)-OH(147290-11-7)
• EPA Substance Registry System: FMOC-ORN(ALOC)-OH(147290-11-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 147290-11-7(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

InChI:InChI=1/C24H26N2O6/c1-2-14-31-23(29)25-13-7-12-21(22(27)28)26-24(30)32-15-20-18-10-5-3-8-16(18)17-9-4-6-11-19(17)20/h2-6,8-11,20-21H,1,7,12-15H2,(H,25,29)(H,26,30)(H,27,28)/t21-/m0/s1

Downstream Products

• 854443-30-4 N^δ-(allyloxycarbonyl)-N^α-(fluoren-9-ylmethoxycarbonyl)-L-ornithyl-O-(tert-butyldiphenylsilyl)-L-prolinol 
• 1359144-17-4 C₄₅H₇₇N₉O₁₂ 
• 1359144-21-0 C₄₅H₇₇N₉O₁₂ 
• 1359144-18-5 C₄₄H₇₅N₉O₁₂ 
• 1359144-22-1 C₄₄H₇₅N₉O₁₂ 
• 1359144-19-6 C₄₄H₇₅N₉O₁₂ 
• 1359144-20-9 C₄₃H₇₃N₉O₁₂ 
• 1403229-66-2 C₄₁H₄₄BrIN₆O₈ 
• 1403229-65-1 C₄₂H₄₅BrF₂IN₆O₁₁P 
• 1403229-63-9 C₃₀H₃₁BrF₂IN₄O₇P 
• 1403229-61-7 C₂₄H₂₈F₂IN₄O₇P 

Relevant articles and documents

Synthesis method of double different protected amino acids

The invention relates to a synthesis method of double different protected amino acids.The technical problems of harsh reaction conditions, inapplicability of production enlarging and the like in an existing synthesis method are mainly solved. According to the technical scheme, the synthesis method of double different protected amino acids comprises the following steps: one of Boc20, Alloc-Cl or Cbz-Osuis added to amino alcohol under the action of an alkaline reagent to obtain a compound 1; the compound 1 reacts with methanesulfonyl chloride or paratoluensulfonyl chloride to obtain an intermediate, then a halide is added into acetone, heating and refluxing are executed to obtain a compound 2; the compound 2 is condensed with diethyl acetamidomalonate under the action of an alkaline agent togenerate a compound 3; the compound 3 is dissolved in alcohol and water, an inorganic base is added, heating, hydrolyzing and decarboxylating are executed to obtain a compound 4; acetylase is added into deionized water to obtain a compound 5 through enzymolysis; amino acid protection is executed, wherein one of Fmoc-Osu, Cbz-OSu, Alloc-Cl or Boc20 is added into thecompound 5 under the action of an alkaline agent to generatea target compound A.

Allyl side chain protection in peptide synthesis

A system for the protection of amino acid side-chain functional moieties during peptide synthesis, comprising the use of allyl protecting groups, such as, for example, allyl ether, allyl ester, allyl thioether allyloxycarbonyl and allyloxymethyl groups. The present allyl protecting groups do not exert adverse steric effects on peptide bond condensation, and are fully orthogonal to a variety of popular αN-protecting groups, including Fmoc and tBoc. Moreover, allyl deprotection is mild, and does not result in the formation of reactive carbonium ions. Allyl side-chain protection can be used alone or in conjunction with other types of side-chain protecting groups.