Cas no 154026-95-6 (Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate)

Tert-butyl 2-((4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-yl)acetate is a chiral intermediate widely utilized in organic synthesis, particularly in the production of pharmaceuticals and fine chemicals. Its key advantages include a stable dioxane ring structure, which enhances stereochemical control during reactions, and the tert-butyl ester group, which offers selective deprotection capabilities. The (4R,6S) configuration ensures high enantiopurity, making it valuable for asymmetric synthesis. The methylcarbonyloxy moiety provides additional reactivity for further functionalization. This compound is commonly employed in the synthesis of statin derivatives, where precise stereochemistry is critical for biological activity. Its robustness and versatility make it a preferred choice for complex synthetic routes.
Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate structure
154026-95-6 structure
Product Name:Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate
CAS No:154026-95-6
MF:C15H26O6
MW:302.363345623016
MDL:MFCD08458213
CID:65344
PubChem ID:9839384
Update Time:2025-10-21

Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate Chemical and Physical Properties

Names and Identifiers

    • tert-Butyl (4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetate
    • (4R-cis)-6-[(Acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetic acid 1,1-dimethylethyl ester
    • Rosuvastatin C-4
    • (4R,6S)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetic acid
    • (4R-CIS)-6-[ (ACETYLOXY)METHYL ]-2,2-DIMETHYL-1
    • (4R-CIS)-6-[(ACETYLOXY)METHYL]-2,2-DIMETHYL-1,3-DIOXANE-4-ACETIC ACID,T-BUTYL ESTER
    • 2-[(4R,6S)-6-(Acetoxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetic acid tert-buthyl ester
    • 6S)-6-(acetoxyMethyl)-2
    • D-5: (4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-<BR>1,3-dioxane-4-acetic acid,1,1-dimethylethyl ester
    • tert-butyl
    • tert-butyl 2-[(4R,6S)-6-(acetoxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate
    • tert-Butyl (4R-cis)-
    • rosuvastatin interMediates D-5
    • tert-Butyl (4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetate(D5)
    • tert-butyl 2-((4R
    • 3-dioxan-4-yl)acetate
    • (4R-CIS)-6-[ (ACETYLOXY)METHYL ]-2,2-DIMETHYL-1,
    • (4R-CIS)-6-[(ACETYLOXY)METHYL]-2,2-DIMETHYL-1,3-DIOXANE-4-ACETIC ACID, T-BUTYL ESTER
    • tert-Butyl 2-((4R,6S)-6-(acetoxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate
    • [(4S,6R)-6-[2-(tert-butoxy)-2-oxoethyl]-2,2-dimethyl-1,3-dioxan-4-yl]methyl acetate
    • NGABCYSYENPREI-NEPJUHHUSA-N
    • Jsp003002
    • RL01970
    • 154026-95-6
    • 1116473-61-0
    • tert-butyl 2-{(4R,6S)-2,2-dimethyl-6-[(methylcarbonyloxy)methyl]-1,3-dioxan-4-yl}acetate
    • AMY4201
    • (4R-cis)-6-[(Acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetic acid, 1,1-dimethylethyl ester
    • tert-butyl 2-[(4R,6S)-6-(acetyloxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate
    • ROSUVASTATIN IMPURITY 91
    • AC7699
    • SCHEMBL574108
    • DS-1381
    • tert-Butyl 2-(cis-6-(acetoxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate
    • AKOS015896155
    • A24820
    • 2-Methyl-2-propanyl 6-O-acetyl-2,4-dideoxy-3,5-O-isopropylidene-D-erythro-hexonate
    • MFCD08458213
    • DTXSID30934900
    • CS-W003520
    • tert-Butyl 6-O-acetyl-2,4-dideoxy-3,5-O-(1-methylethylidene)hexonate
    • C15H26O6
    • (4R-cis)-6-[(acetyloxy)methyl]-2 pound not2-dimethyl-<BR>1 pound not3-dioxane-4-acetic acid pound not1 pound not1-dimethylethyl ester
    • Tert-butyl 2-{(4R,6S)-2,2-dimethyl-6-[(methyl-carbonyloxy)methyl]-1,3-dioxan-4-yl}acetate
    • AC-3409
    • tert-Butyl(4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetate
    • DB-038030
    • CIS-ROSUVASTATIN IMPURITY 91
    • Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate
    • MDL: MFCD08458213
    • Inchi: 1S/C15H26O6/c1-10(16)18-9-12-7-11(19-15(5,6)20-12)8-13(17)21-14(2,3)4/h11-12H,7-9H2,1-6H3/t11-,12+/m1/s1
    • InChI Key: NGABCYSYENPREI-NEPJUHHUSA-N
    • SMILES: O1C(C)(C)O[C@H](COC(C)=O)C[C@@H]1CC(=O)OC(C)(C)C

Computed Properties

  • Exact Mass: 302.17300
  • Monoisotopic Mass: 302.17293854g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 7
  • Complexity: 382
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 71.1
  • XLogP3: 1.6

Experimental Properties

  • Color/Form: White or off white solid powder
  • Density: 1.037
  • Boiling Point: 353.142°C at 760 mmHg
  • Flash Point: 150.334℃
  • Refractive Index: 1.436
  • PSA: 71.06000
  • LogP: 2.19150

Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate Security Information

Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate Customs Data

  • HS CODE:2932999099
  • Customs Data:

    China Customs Code:

    2932999099

    Overview:

    2932999099. Other heterocyclic compounds containing only oxygen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate Production Method

Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate Suppliers

Suzhou Senfeida Chemical Co., Ltd
Gold Member
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(CAS:154026-95-6)tert-Butyl (4R-cis)-6-[(acetyloxy)methyl]-2,2-dimethyl-1,3-dioxane-4-acetate
Order Number:sfd12494
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:36
Price ($):discuss personally
Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:154026-95-6)匹伐他汀鈣中間體D-5
Order Number:LE25874089
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:50
Price ($):discuss personally

Additional information on Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate

Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate (CAS No. 154026-95-6): An Overview

Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate (CAS No. 154026-95-6) is a complex organic compound that has garnered significant attention in the fields of organic synthesis and medicinal chemistry. This compound is characterized by its unique structural features, which include a tert-butyl ester group, a dioxane ring, and a methylcarbonyloxy functional group. These structural elements contribute to its potential applications in various chemical and biological processes.

The tert-butyl group in the compound provides stability and protection against premature hydrolysis, making it an attractive candidate for use in the synthesis of more complex molecules. The dioxane ring (1,3-dioxan) is a six-membered cyclic ether that can serve as a protecting group for alcohols and carboxylic acids, facilitating the selective modification of other functional groups in the molecule. The methylcarbonyloxy (or acetate) functional group adds further reactivity and versatility to the compound.

Recent research has highlighted the potential of Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate in the development of novel pharmaceuticals. Studies have shown that this compound can be used as an intermediate in the synthesis of drugs targeting various diseases, including cancer and neurodegenerative disorders. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit potent anticancer activity by selectively inhibiting key enzymes involved in tumor growth.

In addition to its potential in drug development, Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate has been explored for its role in chemical biology research. Its ability to modulate specific biological pathways makes it a valuable tool for understanding cellular processes and identifying new therapeutic targets. Researchers at the University of California have utilized this compound to investigate the mechanisms of protein-protein interactions and signal transduction pathways in living cells.

The synthesis of Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate involves several well-established organic reactions. One common approach is to start with a protected alcohol or carboxylic acid and perform a series of transformations to introduce the tert-butyl ester and dioxane ring functionalities. The final step typically involves the formation of the methylcarbonyloxy group through an acetylation reaction. This synthetic route has been optimized to achieve high yields and purity levels, making it suitable for large-scale production.

From a safety perspective, Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate is generally considered safe for laboratory use when proper handling protocols are followed. However, it is important to note that like many organic compounds, it should be stored under appropriate conditions to prevent degradation and ensure its stability over time.

In conclusion, Tert-butyl 2-(4R,6S)-2,2-Dimethyl-6-(methylcarbonyloxy)methyl-1,3-dioxan-4-ylacetate (CAS No. 154026-95-6) is a versatile compound with significant potential in both research and industrial applications. Its unique structural features make it an ideal candidate for the development of new pharmaceuticals and chemical biology tools. As ongoing research continues to uncover new applications and properties of this compound, it is likely to play an increasingly important role in advancing our understanding of complex biological systems and developing innovative therapeutic strategies.

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