3',5'-BIS-O-(T-BUTYLDIMETHYLSILYL)-O4-(2,4,6-TRIISOPROPYL-PHENYLSULFONYL)THYMIDINE

Base Information

• Chemical Name: 3',5'-BIS-O-(T-BUTYLDIMETHYLSILYL)-O4-(2,4,6-TRIISOPROPYL-PHENYLSULFONYL)THYMIDINE
• CAS No.: 114021-22-6
• Molecular Formula: C37H64 N2 O7 S Si2
• Molecular Weight: 737.161
• Mol file: 114021-22-6.mol

Synonyms:3’,5’-BIS-O-(T-BUTYLDIMETHYLSILYL)-O4-(2,4,6-TRIISOPROPYL-PHENYLSULFONYL)THYMIDINE

Chemical Property of 3',5'-BIS-O-(T-BUTYLDIMETHYLSILYL)-O4-(2,4,6-TRIISOPROPYL-PHENYLSULFONYL)THYMIDINE

Chemical Property:

• PSA: 114.33000
• LogP: 10.47010

Purity/Quality:

97% ^*data from raw suppliers

3',5'-BIS-O-(TERT-BUTYLDIMETHYLSILYL)-O4-(2,4,6-TRIISOPROPYL-PHENYLSULFONYL)THYMIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3',5'-BIS-O-(T-BUTYLDIMETHYLSILYL)-O4-(2,4,6-TRIISOPROPYL-PHENYLSULFONYL)THYMIDINE

There total 3 articles about 3',5'-BIS-O-(T-BUTYLDIMETHYLSILYL)-O4-(2,4,6-TRIISOPROPYL-PHENYLSULFONYL)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: 93.0%

2,4,6-triisopropylphenylsulfonyl chloride (6553-96-4) + 3',5'-O-di(tert-butyldimethylsilyl)thymidine (40733-26-4) → 3',5'-Bis-O-(tert-butyldimethylsilyl)-4-O-<(2,4,6-triisopropylphenyl)sulfonyl>thymidine (114021-22-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃; for 16h;

DOI:10.1016/S0040-4039(00)96218-X

Reference yield:

2,4,6-triisopropylphenylsulfonyl chloride (6553-96-4) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → 3',5'-Bis-O-(tert-butyldimethylsilyl)-4-O-<(2,4,6-triisopropylphenyl)sulfonyl>thymidine (114021-22-6)

Guidance literature:

With tetrabutylammomium bromide; sodium carbonate; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/j.bmcl.2012.11.079

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → 3',5'-Bis-O-(tert-butyldimethylsilyl)-4-O-<(2,4,6-triisopropylphenyl)sulfonyl>thymidine (114021-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide

2: triethylamine; dmap / dichloromethane

With 1H-imidazole; dmap; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1093/nar/gkt197

upstream raw materials:

2,4,6-triisopropylphenylsulfonyl chloride

3',5'-O-di(tert-butyldimethylsilyl)thymidine

thymidine

tert-butyldimethylsilyl chloride

Downstream raw materials:

C₄₃H₅₂N₅O₇PS

C₁₃H₁₇N₃O₄S

5'-O-(4,4'-Dimethoxytrityl)-4--thiothymidine

C₅₀H₆₉N₄O₇PS