3',5'-Bis-O-[(1,1-diMethylethyl)diMethylsilyl]-α-[[(1,1-diMethylethyl)diMethylsilyl]oxy]thyMidine

Base Information

• Chemical Name: 3',5'-Bis-O-[(1,1-diMethylethyl)diMethylsilyl]-α-[[(1,1-diMethylethyl)diMethylsilyl]oxy]thyMidine
• CAS No.: 1210427-80-7
• Molecular Formula: C₂₈H₅₆N₂O₆Si₃
• Molecular Weight: 601.019
• Mol file: 1210427-80-7.mol

Synonyms:

Chemical Property of 3',5'-Bis-O-[(1,1-diMethylethyl)diMethylsilyl]-α-[[(1,1-diMethylethyl)diMethylsilyl]oxy]thyMidine

Chemical Property:

• PKA: 9.00±0.10(Predicted)
• Density: 1.03±0.1 g/cm3(Predicted)
• Solubility.: DCM, Ethanol

Purity/Quality:

3'',5''-Bis-O-[(1,1-dimethylethyl)dimethylsilyl]-α-[[(1,1-dimethylethyl)dimethylsilyl]oxy]thymidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 3'',5''-Bis-O-[(1,1-dimethylethyl)dimethylsilyl]-α-[[(1,1-dimethylethyl)dimethylsilyl]oxy]thymidine is an intermediate in the synthesis of modified pyrimidine that is capable of producing interstrand cross-links in duplex DNA. 4-(Hydroxymethyl)-2’-deoxycytidine can be analyzed to quantify DNA hydroxymethylation levels in biological samp

Technology Process of 3',5'-Bis-O-[(1,1-diMethylethyl)diMethylsilyl]-α-[[(1,1-diMethylethyl)diMethylsilyl]oxy]thyMidine

There total 2 articles about 3',5'-Bis-O-[(1,1-diMethylethyl)diMethylsilyl]-α-[[(1,1-diMethylethyl)diMethylsilyl]oxy]thyMidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 69.0%

2'-deoxy-5-(hydroxymethyl)uridine (5116-24-5,15425-01-1,143156-50-7) + tert-butyldimethylsilyl chloride (18162-48-6) → C28H56N2O6Si3 (1210427-80-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 60h;

DOI:10.1021/jm901758f

Reference yield: 46.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 3',5'-bis(O-tert-butyldimethylsilyl)-5-hydroxymethyl-2'-deoxyuridine (354581-59-2) → C28H56N2O6Si3 (1210427-80-7)

Guidance literature:

With 1H-imidazole; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1002/anie.201002033

Reference yield:

2,4,6-triisopropylphenylsulfonyl chloride (6553-96-4) + C28H56N2O6Si3 (1210427-80-7) → C43H78N2O8SSi3

Guidance literature:

C₂₈H₅₆N₂O₆Si₃; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.75h;

2,4,6-triisopropylphenylsulfonyl chloride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃;

DOI:10.1002/anie.201002033

upstream raw materials:

2'-deoxy-5-(hydroxymethyl)uridine

tert-butyldimethylsilyl chloride

3',5'-bis(O-tert-butyldimethylsilyl)-5-hydroxymethyl-2'-deoxyuridine

Refernces

• 1、 Muenzel, Martin,Globisch, Daniel,Brueckl, Tobias,Wagner, Mirko,Welzmiller, Veronika,Michalakis, Stylianos,Mueller, Markus,Biel, Martin,Carell, Thomas. "Quantification of the sixth DNA base hydroxymethylcytosine in the brain". supporting information; experimental part. p. 5375 - 5377. Retrieved 2010/10/18.