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2,4-Dideoxy-6-O-(phenylMethyl)-L-threo-hexonic Acid tert-Butyl Ester is a complex organic compound that serves as a key intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its unique molecular structure, which includes a hexonic acid backbone with specific modifications that allow for its use in the production of important drugs.

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  • 2,4-Dideoxy-6-O-(phenylmethyl)-L-threo-hexonic Acid tert-Butyl Ester

    Cas No: 215876-09-8

  • USD $ 1.9-2.9 / Gram

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  • 215876-09-8 Structure
  • Basic information

    1. Product Name: 2,4-Dideoxy-6-O-(phenylMethyl)-L-threo-hexonic Acid tert-Butyl Ester
    2. Synonyms: 2,4-Dideoxy-6-O-(phenylMethyl)-L-threo-hexonic Acid tert-Butyl Ester
    3. CAS NO:215876-09-8
    4. Molecular Formula: C17H26O5
    5. Molecular Weight: 310.38534
    6. EINECS: N/A
    7. Product Categories: Aromatics, Chiral Reagents, Pharmaceuticals, Intermediates & Fine Chemicals
    8. Mol File: 215876-09-8.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 448.8±45.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.122±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: Dichloromethane, Ethyl Acetate
    9. PKA: 14.01±0.20(Predicted)
    10. CAS DataBase Reference: 2,4-Dideoxy-6-O-(phenylMethyl)-L-threo-hexonic Acid tert-Butyl Ester(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2,4-Dideoxy-6-O-(phenylMethyl)-L-threo-hexonic Acid tert-Butyl Ester(215876-09-8)
    12. EPA Substance Registry System: 2,4-Dideoxy-6-O-(phenylMethyl)-L-threo-hexonic Acid tert-Butyl Ester(215876-09-8)
  • 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: 215876-09-8(Hazardous Substances Data)

215876-09-8 Usage

Uses

Used in Pharmaceutical Industry:
2,4-Dideoxy-6-O-(phenylMethyl)-L-threo-hexonic Acid tert-Butyl Ester is used as a key intermediate in the synthesis of (3R,5R)-Rosuvastatin (R700510), a widely prescribed drug for the treatment of high cholesterol and related cardiovascular conditions. Its role in the production of this medication is crucial, as it contributes to the development of a more effective and safer treatment option for patients.
2,4-Dideoxy-6-O-(phenylMethyl)-L-threo-hexonic Acid tert-Butyl Ester is also used as an intermediate in the preparation of phorboxazole B, a compound with potential anti-cancer properties. Its involvement in the synthesis of 2,4-Dideoxy-6-O-(phenylMethyl)-L-threo-hexonic Acid tert-Butyl Ester highlights its importance in the development of novel therapeutic agents for the treatment of cancer.
Furthermore, 2,4-Dideoxy-6-O-(phenylMethyl)-L-threo-hexonic Acid tert-Butyl Ester is utilized in the production of bryostatin 2, a complex natural product with potential applications in the treatment of various diseases, including cancer. Its role in the synthesis of 2,4-Dideoxy-6-O-(phenylMethyl)-L-threo-hexonic Acid tert-Butyl Ester underscores its significance in the development of innovative pharmaceuticals with diverse therapeutic applications.

Check Digit Verification of cas no

The CAS Registry Mumber 215876-09-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,1,5,8,7 and 6 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 215876-09:
(8*2)+(7*1)+(6*5)+(5*8)+(4*7)+(3*6)+(2*0)+(1*9)=148
148 % 10 = 8
So 215876-09-8 is a valid CAS Registry Number.

215876-09-8Relevant articles and documents

Enantioselective synthesis of oasomycin A, part II: Synthesis of the C29-C46 subunit

Evans, David A.,Nagorny, Pavel,Reynolds, Dominic J.,McRae, Kenneth J.

, p. 541 - 544 (2008/02/02)

(Chemical Equation Presented) Putting the pieces together: The total synthesis of the natural macrolide oasomycin A has been realized. Key fragment couplings include an anti-Felkin selective aldol addition (green), Kociensky-Julia olefinations (red), and

Diastereoselective synthesis of syn-3,5-dihydroxyesters via ruthenium-catalyzed asymmetric transfer hydrogenation

Everaere, Kathelyne,Franceschini, Nicolas,Mortreux, André,Carpentier, Jean-Fran?ois

, p. 2569 - 2571 (2007/10/03)

The asymmetric transfer hydrogenation of chiral 5-hydroxy-3-ketoesters in 2-propanol using chlororuthenium(II)arene/β-amino alcohol in situ catalyst combinations or a pre-synthesized Ru-{β-amino alcohol} true catalyst, provides syn-3,5-dihydroxyesters in

Application of complex aldol reactions to the total synthesis of phorboxazole B

Evans,Fitch,Smith,Cee

, p. 10033 - 10046 (2007/10/03)

The synthesis of phorboxazole B has been accomplished in 27 linear steps and an overall yield of 12.6%. The absolute stereochemistry of the C4-C12, C33-C38, and C13-C19 fragments was established utilizing catalytic asymmetric aldol methodology, while the absolute stereochemistry of the C20-C32 fragment was derived from an auxiliary-based asymmetric aldol reaction. All remaining chirality was incorporated through internal asymmetric induction, with the exception of the C43 stereocenter which was derived from (R)-trityl glycidol. Key fragment couplings include a stereoselective double stereodifferentiating aldol reaction, a metalated oxazole alkylation, an oxazole-stabilized Wittig olefination, and a chelation-controlled addition of the fully elaborated alkenyl metal side chain.

Asymmetric synthesis of bryostatin 2

Evans, David A.,Carter, Percy H.,Carreira, Erick M.,Prunet, Joelle A.,Charette, Andre B.,Lautens, Mark

, p. 2354 - 2359 (2007/10/03)

The potent bryostatin antitumor agents are currently in phase II clinical trials for the treatment of a variety of forms of cancer. Aldol reactions and directed reductions are among the essential steps for the formation of fragments A-C in the total synthesis of the title compound. Coupling of these fragments by sulfone-based olefination and alkylation reactions was followed by macrocyclization and introduction of the enoate moieties on rings B and C.

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