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2-(2-(Allyloxy)phenyl)acetic acid is a key intermediate in the synthesis of the 2-(allyloxy)phenyl acetyl (APAC) protecting group, which is used in oligosaccharide synthesis for its orthogonality to levulinoyl and acetyl esters. The APAC group enables selective deprotection via a relay mechanism involving palladium catalysis and intramolecular ester cleavage, making it valuable for constructing complex carbohydrate structures while preserving other sensitive functional groups.

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  • 99558-25-5 Structure
  • Basic information

    1. Product Name: 2-(2-(allyloxy)phenyl)acetic acid
    2. Synonyms: 2-(2-(allyloxy)phenyl)acetic acid
    3. CAS NO:99558-25-5
    4. Molecular Formula:
    5. Molecular Weight: 192.214
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 99558-25-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 2-(2-(allyloxy)phenyl)acetic acid(CAS DataBase Reference)
    10. NIST Chemistry Reference: 2-(2-(allyloxy)phenyl)acetic acid(99558-25-5)
    11. EPA Substance Registry System: 2-(2-(allyloxy)phenyl)acetic acid(99558-25-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 99558-25-5(Hazardous Substances Data)

99558-25-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 99558-25-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,9,5,5 and 8 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 99558-25:
(7*9)+(6*9)+(5*5)+(4*5)+(3*8)+(2*2)+(1*5)=195
195 % 10 = 5
So 99558-25-5 is a valid CAS Registry Number.

99558-25-5Relevant articles and documents

6-exo-trig Michael addition-lactonizations for catalytic enantioselective chromenone synthesis

Neyyappadath, Rifahath M.,Cordes, David B.,Slawin, Alexandra M. Z.,Smith, Andrew D.

, p. 2555 - 2558 (2017/03/09)

The catalytic enantioselective 6-exo-trig Michael addition-lactonization of enone-acid substrates to form cis-chromenones with high diastereo- and enantiocontrol was developed using the commercially available isothiourea tetramisole. An acidic workup prov

Pyrazolopyrimidine Macrocycles as Inhibitors of Human Immunodeficiency Virus Replication

-

Paragraph 0156, (2015/09/22)

The disclosure generally relates to compounds of formula I, including compositions and methods for treating human immunodeficiency virus (HIV) infection. The disclosure provides novel inhibitors of HIV, pharmaceutical compositions containing such compound

The 2-(allyloxy) phenyl acetyl ester as a new relay protecting group for oligosaccharide synthesis

Arranz, Esther,Boons, Geert-Jan

, p. 6469 - 6471 (2007/10/03)

The 2-(allyloxy) phenyl acetyl group can be removed by a relay approach using Pd(PPh3)4 in combination with proton sponge, conditions that do not affect acetyl, benzoyl and levulinoyl esters. On the other hand, the acetyl and levulin

PREPARATION AND SOME REACTIONS OF 4- AND 5-ARYL-4,5-DIHYDROPYRIDAZIN-3(2H)-ONES

Breukelman, Stephen P.,Meakins, G. Denis

, p. 1627 - 1636 (2007/10/02)

Efficient preparations of 4- and 5-phenyl-4,5-dihydropyridazin-3(2H)-ones have been developed, the main reactions of these compounds have been studied, and the synthetic routes have been used to give analogues with substituents in the phenyl rings.In the best synthesis of the 4-phenyldihyropyridazinone (72 percent overall yield) the product was obtained from phenylacetic acid by three simple stages.This approach was applied in preparations of the 2- and 4-hydroxyphenyl compounds and, in conjunction with a recent method for amine protection, the 4-aminophenyl analogue.A four stage synthesis starting from benzaldehyde gave the 5-phenyldihydropyridazinone in 47 percent overall yield; hydroxybenzaldehydes were similarly converted into 5-(allyloxyphenyl)dihydropyridazinones.Oxidation to phenylpyridazinones occured more readily with the 4- and 5-phenyldihydropyridazinones than with the 6-phenyl isomer.The 4- and 5-dihydropyridazinones were smoothly reduced to tetrahydropyridazinones by hydrogenation over platinum but were uneffected by palladium in the presence of hydrazine or cyclohexene.

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