Cas no 147118-35-2 (Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate)

Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate is a chiral synthon widely used in asymmetric organic synthesis. Its key structural features include a tert-butyldimethylsilyl (TBS) protecting group for the hydroxyl functionality and a phosphorane moiety, enabling Wittig-type olefination reactions. The (R)-configuration at the 3-position ensures stereochemical control in downstream transformations. This compound is particularly valuable for the synthesis of complex molecules, such as natural products and pharmaceuticals, where precise stereochemistry is critical. The TBS group offers stability under various reaction conditions while remaining cleavable under mild acidic conditions. Its phosphorane segment facilitates carbon-carbon bond formation, making it a versatile intermediate in multi-step synthetic routes.
Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate structure
147118-35-2 structure
Product Name:Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate
CAS No:147118-35-2
MF:C31H39O4PSi
MW:534.698230981827
MDL:MFCD09753068
CID:65007
PubChem ID:10007313
Update Time:2025-06-09

Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate Chemical and Physical Properties

Names and Identifiers

    • Methyl (3R)-3-(tert-butyldimethylsilyloxy)-5-oxo-6-triphenylphosphoranylidenehexanoate
    • (R)-Methyl 3-((tert-butyldimethylsilyl)oxy)-5-oxo-6-(triphenylphosphoranylidene)hexanoate
    • Hexanoic acid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-oxo-6-(triphenylphosphoranylidene)-, methyl ester, (3R)-
    • J-6: Methyl(3R)-3-(tert-butyldimethylsilyloxy)-5-
    • Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate
    • Rosuvastatin J-6
    • (R)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxo]-5-oxo-6-(triphenylphosphoranylidene)-methyl hexanoate
    • B-8
    • METHYL (3R)-3-(TERT-BUTYLDIMETHYL SILYLOXY)-5-OXO-6-TRIPHENYL PHOSPHORANYLIDENE HEXANOATE (J6)
    • methyl (3R)-3-(tert-butyldimethylsilyloxy)-5-oxo-6-(triphenylphosphoranylidene)hexanoate
    • methyl (3R)-3[[tert-butyl-(dimethyl)silyl]oxy]-5-oxo-6-(triphenylphosphoranylidine)hexanoate
    • rosuvastatin interMediates J-6
    • Hexanoicacid, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-oxo-6-(triphenylphosphoranylidene)-,methyl ester, (R)-
    • (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoicacid methyl ester
    • R-(-)-Oxo-3-(tert-butyldimethylsilyloxy)-6-triphenylphosphoranediylhexanoic acidmethyl ester
    • Calcium side chain J6
    • Rosuvastatin calcium side chain J6
    • -Methyl 3-((tert-butyldimethylsilyl)
    • -5-oxo-6-(triphenylphosphoranylidene)
    • Methyl (3R)-3-(tert-butyldimethylsilyloxy)-5-oxo-6-
    • Methyl(3R)-3-(tert-butyldimethylsiyloxy)-5-oxo-6-triphenylphosphoranylidenexanoate
    • Methyl (3R)-3-(tert-butyldimethylsilyloxy)-5-oxo-6-triphenylphosphoranylidene hexanoate
    • PubChem19645
    • C31H39O4PSi
    • Jsp002732
    • Hexanoic acid,3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-oxo-6-(triphenylphosphoranylidene)-,methyl ester, (3R)-
    • BCP10932
    • methyl (3R)-3-[tert-butyl(dimethyl)silyl]oxy-5-oxo-6-(triphenyl-lambda5-phosphanylidene)hexanoate
    • (3R)-3-(tert-butyldimethylsilyloxy)-5-oxo-6-triphenylphosphoranylidenehexanoate methyl ester
    • CS-0148491
    • 147118-35-2
    • AKOS015896175
    • Methyl (R)-3-((tert-butyldimethylsilyl)oxy)-5-oxo-6-(triphenyl-l5-phosphanylidene)hexanoate
    • methyl (3R)-3-[(tert-butyldimethylsilyl)oxy]-5-oxo-6-(triphenyl--phosphanylidene)hexanoate
    • MFCD09753068
    • J-521706
    • Methyl (3R)-3-[tert-Butyl(dimethyl)silyl]oxy-5-oxo-6-(triphenylphosphanylidene)hexanoate
    • Methyl (3R)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-oxo-6-(triphenylphosphoranylidene)hexanoate
    • SCHEMBL2345036
    • AM84433
    • DTXSID701114586
    • Methyl(3R)-3-(Tert-Butyldimethylsilanyloxy)-5-Oxo-6-(Triphenylphosphanylidene)Hexanoate
    • A24818
    • AS-15931
    • methyl (3r)-3-(dimethyl(2-methyl-2-propanyl)silyloxy)-5-oxo-6-(triphenylphosphoranylidene)hexanoate
    • Methyl(3r)-3-(tert-butyldimethylsilyloxy)-5-oxo-6-triphenylphosphoranylidene hexanoate(J6)
    • methyl-(3R)-3-[(terbutyldimethylsilyloxy)-5-oxo-6-triphenylphosphoranylidene hexanoate
    • DB-038002
    • Methyl(3R)-3-(tert-butyldimethylsilyloxy)-5-oxo-6-triphenylphosphoranylidenehexanoate
    • MDL: MFCD09753068
    • Inchi: 1S/C31H39O4PSi/c1-31(2,3)37(5,6)35-26(23-30(33)34-4)22-25(32)24-36(27-16-10-7-11-17-27,28-18-12-8-13-19-28)29-20-14-9-15-21-29/h7-21,24,26H,22-23H2,1-6H3/t26-/m1/s1
    • InChI Key: LKFANOWXMJEZDI-AREMUKBSSA-N
    • SMILES: P(C1C=CC=CC=1)(C1C=CC=CC=1)(C1C=CC=CC=1)=CC(C[C@H](CC(=O)OC)O[Si](C)(C)C(C)(C)C)=O

Computed Properties

  • Exact Mass: 534.23600
  • Monoisotopic Mass: 534.236
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 37
  • Rotatable Bond Count: 12
  • Complexity: 744
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 52.6

Experimental Properties

  • Color/Form: Powder
  • Density: 1.1
  • Melting Point: 98-100°C
  • Boiling Point: 603.9 °C at 760 mmHg
  • Flash Point: 319 °C
  • PSA: 62.41000
  • LogP: 5.69540

Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate Security Information

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Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate Production Method

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Suzhou Senfeida Chemical Co., Ltd
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(CAS:147118-35-2)Methyl (3R)-3-(tert-butyldimethylsilyloxy)-5-oxo-6-triphenylphosphoranylidenehexanoate
Order Number:sfd13002
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Quantity:200kg
Purity:99.9%
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Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:147118-35-2)(3R)-叔丁基二甲硅氧基-5-氧代-6-三苯基膦烯己酸甲酯
Order Number:LE8438995
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:47
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Additional information on Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate

Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate and Its Significance in Modern Chemical Research

Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate, with the CAS number 147118-35-2, represents a fascinating compound in the realm of organic chemistry and pharmaceutical innovation. This compound, characterized by its intricate molecular structure, has garnered significant attention due to its potential applications in drug development and synthetic chemistry. The unique combination of functional groups, including the tert-Butyldimethylsilanyloxy moiety and the triphenylphosphanylidene group, makes it a versatile intermediate in various chemical transformations.

The (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate structure is not merely a curiosity but a meticulously designed molecule that can serve as a building block for more complex pharmacological entities. The presence of the tert-Butyldimethylsilanyloxy group enhances the stability of the molecule, making it suitable for long-term storage and handling under various conditions. This stability is crucial in pharmaceutical research, where intermediates often need to be preserved for extended periods without degradation.

In recent years, there has been a growing interest in the development of chiral compounds for pharmaceutical applications. The stereochemistry of Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate, specifically the (3R) configuration, is particularly noteworthy. Chiral drugs often exhibit different biological activities depending on their stereochemical configuration, making the precise control of stereochemistry essential for drug design. The (3R) configuration suggests that this compound could be a valuable precursor for developing enantiomerically pure drugs with enhanced efficacy and reduced side effects.

The role of the triphenylphosphanylidene group in Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate is equally significant. Phosphorus-containing compounds are widely recognized for their ability to participate in diverse chemical reactions, including nucleophilic substitutions and metal-catalyzed cross-coupling reactions. These reactions are fundamental to modern synthetic organic chemistry and are often employed in the construction of complex molecular architectures. The presence of the triphenylphosphanylidene group provides a handle for further functionalization, allowing chemists to tailor the molecule's properties for specific applications.

The CAS number 147118-35-2 serves as a unique identifier for Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate, ensuring accurate documentation and communication within the scientific community. This standardized identification system is crucial for maintaining consistency in research papers, patents, and regulatory filings. The CAS registry number also facilitates database searches and literature reviews, enabling researchers to quickly locate relevant information about this compound.

In the context of current research trends, Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate aligns with several cutting-edge areas in chemical biology and drug discovery. For instance, there is increasing evidence suggesting that phosphorus-containing compounds can modulate enzyme activity and interact with biological targets in unique ways. This has led to their exploration as potential therapeutic agents against various diseases, including cancer and inflammatory disorders. The structural features of this compound make it an attractive candidate for further investigation in these areas.

The synthesis of Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate presents an interesting challenge due to its complex architecture. However, advances in synthetic methodologies have made it increasingly feasible to construct such molecules with high precision. Techniques such as asymmetric synthesis and transition-metal catalysis have been instrumental in achieving the desired stereochemical purity. These methods not only enhance the efficiency of synthesis but also open up new possibilities for creating novel pharmacological entities.

The potential applications of Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate extend beyond pharmaceuticals. In materials science, for example, phosphorus-containing compounds are being explored for their role in developing new polymers and coatings with enhanced durability and functionality. The unique properties of this compound could make it useful in creating advanced materials that exhibit desirable characteristics such as biodegradability or improved thermal stability.

In conclusion, Methyl (3R)-3-(tert-Butyldimethylsilanyloxy)-5-oxo-6-(triphenylphosphanylidene)hexanoate, identified by its CAS number 147118-35-2, represents a significant advancement in chemical research. Its intricate structure and versatile functional groups make it a valuable tool for drug development, synthetic chemistry, and materials science. As our understanding of molecular interactions continues to evolve, compounds like this are likely to play an increasingly important role in addressing some of the most pressing challenges in modern science and medicine.

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Suzhou Senfeida Chemical Co., Ltd
(CAS:147118-35-2)Methyl (3R)-3-(tert-butyldimethylsilyloxy)-5-oxo-6-triphenylphosphoranylidenehexanoate
sfd13002
Purity:99.9%
Quantity:200kg
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Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:147118-35-2)(3R)-叔丁基二甲硅氧基-5-氧代-6-三苯基膦烯己酸甲酯
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Purity:99%
Quantity:25KG,200KG,1000KG
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