Cas no 40733-26-4 (3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine)

3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine is a protected thymidine derivative featuring tert-butyldimethylsilyl (TBDMS) groups at both the 3' and 5' hydroxyl positions. This modification enhances stability by shielding reactive sites, making it particularly useful in oligonucleotide synthesis where selective deprotection is required. The TBDMS groups provide robust protection against nucleophilic and basic conditions while remaining compatible with standard phosphoramidite chemistry. Its high purity and predictable reactivity streamline the synthesis of modified nucleic acids, ensuring efficient incorporation into complex sequences. This compound is valuable for researchers requiring precise control over nucleotide functionalization in applications such as DNA/RNA modification and antisense oligonucleotide development.
3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine structure
40733-26-4 structure
Product Name:3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine
CAS No:40733-26-4
MF:C22H42N2O5Si2
MW:470.750288486481
CID:926113
PubChem ID:10459624
Update Time:2025-05-19

3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine Chemical and Physical Properties

Names and Identifiers

    • 3',5'-bis-o-(t-butyldimethylsilyl)thymidine
    • 3’, 5’-BIS-O-(T-BUTYLDIMETHYLSILYL)THYMIDINE
    • 1-[γ-(p-Aminophenyl)propoxy]-2-diethylamino-ethan
    • 1-{(1S)-2-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-1-[3-(trifluoromethoxy) phenyl]ethyl}cyclohexanol
    • 1-{(2R,4S,5R)-4-(tert-butyldimethylsilyloxy)-5-[(tert-butyldimethylsilyloxy)methyl]tetrahydrofuran-2-yl}-5-methylpyrimidine-2,4(1H,3H)-dione
    • 1--2-diethylamino-ethan
    • 3',5'-
    • 3',5'-bis(O-tert-butyldimethylsilyl)-5-methyl-2'-deoxyuridine
    • 4-[3-(2-diethylaminoethyloxy)propyl]aniline
    • AC1L1P55
    • SCHEMBL1514947
    • 3'',5''-Bis-O-(tert-Butyldimethylsilyl)thymidine
    • D86094
    • 1-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione
    • 1-((2R,4S,5R)-4-(tert-butyldimethylsilyloxy)-5-((tert-butyldimethylsilyloxy)methyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
    • 40733-26-4
    • MFCD01631042
    • C22H42N2O5Si2
    • 3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine
    • Inchi： 1S/C22H42N2O5Si2/c1-15-13-24(20(26)23-19(15)25)18-12-16(29-31(10,11)22(5,6)7)17(28-18)14-27-30(8,9)21(2,3)4/h13,16-18H,12,14H2,1-11H3,(H,23,25,26)/t16-,17+,18+/m0/s1
    • InChI Key： DDLOCFSZSYGOPG-RCCFBDPRSA-N
    • SMILES： [Si](C)(C)(C(C)(C)C)O[C@H]1C[C@H](N2C(NC(C(C)=C2)=O)=O)O[C@@H]1CO[Si](C)(C)C(C)(C)C

Computed Properties

  • Exact Mass: 470.26300
  • Monoisotopic Mass: 470.26322551g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 31
  • Rotatable Bond Count: 8
  • Complexity: 737
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 3
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 77.1?2

Experimental Properties

  • PSA: 82.55000
  • LogP: 4.54470

3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
B585380-50mg
3',5'-Bis-O-[(1,1-dimethylethyl)dimethylsilyl]thymidine
 40733-26-4
50mg
 $ 655.00 2023-04-18
TRC
B585380-100mg
3',5'-Bis-O-[(1,1-dimethylethyl)dimethylsilyl]thymidine
 40733-26-4
100mg
 $ 1275.00 2023-04-18
TRC
B585380-250mg
3',5'-Bis-O-[(1,1-dimethylethyl)dimethylsilyl]thymidine
 40733-26-4
250mg
 $ 2888.00 2023-04-18
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
R939951-100mg
1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
 40733-26-4 95%
100mg
 ￥1,404.00 2022-08-31
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
R939951-250mg
1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
 40733-26-4 95%
250mg
 ￥2,340.00 2022-08-31
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
R939951-1g
1-((2R,4S,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
 40733-26-4 95%
1g
 ￥4,680.00 2022-08-31
abcr
AB591019-100mg
3',5'-Bis-O-(t-butyldimethylsilyl)thymidine; .
 40733-26-4
100mg
 €737.90 2024-07-20
abcr
AB591019-250mg
3',5'-Bis-O-(t-butyldimethylsilyl)thymidine; .
 40733-26-4
250mg
 €1151.10 2024-07-20
abcr
AB591019-500mg
3',5'-Bis-O-(t-butyldimethylsilyl)thymidine; .
 40733-26-4
500mg
 €1593.10 2024-07-20
SHANG HAI SHAO YUAN SHI JI Co., Ltd.
SY334416-1g
3’,5’-O-Di(tert-butyldimethylsilyl)thymidine
 40733-26-4 ≥95%
1g
 ￥9900.00 2025-04-14

3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:40733-26-4)3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine
Order Number:A1222778
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 19:24
Price ($):1241
NewCan Biotech Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:40733-26-4)3',5'-Bis-O-(t-butyldimethylsilyl)thymidine
Order Number:NC8099
Stock Status:
Quantity:10g
Purity:97%
Pricing Information Last Updated:Friday, 18 July 2025 16:06
Price ($):Price inquiry

3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine Related Literature

Related Categories

Additional information on 3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine

Recent Advances in the Study of 3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine (CAS: 40733-26-4)

The compound 3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine (CAS: 40733-26-4) has garnered significant attention in the field of chemical biology and medicinal chemistry due to its unique properties and potential applications in nucleic acid research and drug development. This research brief aims to provide an overview of the latest findings related to this compound, focusing on its synthesis, biological activity, and therapeutic potential.

Recent studies have highlighted the role of 3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine as a key intermediate in the synthesis of modified nucleosides. Its silyl-protected structure offers enhanced stability and selectivity, making it a valuable tool for the development of oligonucleotide-based therapeutics. Researchers have successfully utilized this compound in the synthesis of antisense oligonucleotides (ASOs) and small interfering RNAs (siRNAs), which are pivotal in gene silencing and targeted therapy.

One of the most notable advancements is the application of 3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine in the development of prodrugs. A study published in the Journal of Medicinal Chemistry demonstrated that this compound can be used to improve the bioavailability and cellular uptake of nucleoside analogs, which are commonly used in antiviral and anticancer therapies. The silyl-protecting groups facilitate controlled release of the active drug, thereby enhancing therapeutic efficacy while minimizing off-target effects.

In addition to its therapeutic applications, 3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine has been employed in mechanistic studies of DNA repair and replication. Its structural similarity to natural thymidine allows it to serve as a probe for investigating enzymatic processes involved in nucleic acid metabolism. Recent findings suggest that this compound can inhibit the activity of certain DNA polymerases, providing insights into the design of novel polymerase inhibitors for cancer treatment.

Despite these promising developments, challenges remain in the large-scale synthesis and purification of 3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine. Researchers are actively exploring more efficient synthetic routes and purification techniques to address these issues. Advances in flow chemistry and automated synthesis platforms are expected to play a crucial role in overcoming these hurdles.

In conclusion, 3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine (CAS: 40733-26-4) represents a versatile and valuable compound in the field of chemical biology and medicinal chemistry. Its applications in oligonucleotide synthesis, prodrug development, and mechanistic studies underscore its potential to drive innovation in drug discovery and therapeutic interventions. Future research should focus on optimizing its synthesis and expanding its utility in emerging areas such as CRISPR-based gene editing and mRNA therapeutics.

40733-26-4 (3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine) Related Products

Recommended suppliers
Amadis Chemical Company Limited
(CAS:40733-26-4)3',5'-Bis-O-(1,1-dimethylethyl)dimethylsilylthymidine
A1222778
Purity:99%
Quantity:1g
Price ($):1241
Email
NewCan Biotech Limited
(CAS:40733-26-4)3',5'-Bis-O-(t-butyldimethylsilyl)thymidine
NC8099
Purity:97%
Quantity:10g
Price ($):Inquiry
Email