3',5'-bis-O-(tert-butyldiphenylsilyl)-5-bromomethyl-2'-deoxyuridine

Base Information

• Chemical Name: 3',5'-bis-O-(tert-butyldiphenylsilyl)-5-bromomethyl-2'-deoxyuridine
• CAS No.: 118070-22-7
• Molecular Formula: C₄₂H₄₉BrN₂O₅Si₂
• Molecular Weight: 797.936
• Mol file: 118070-22-7.mol

Synonyms:3',5'-bis-O-(tert-butyldiphenylsilyl)-5-bromomethyl-2'-deoxyuridine

Chemical Property of 3',5'-bis-O-(tert-butyldiphenylsilyl)-5-bromomethyl-2'-deoxyuridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3',5'-bis-O-(tert-butyldiphenylsilyl)-5-bromomethyl-2'-deoxyuridine

There total 3 articles about 3',5'-bis-O-(tert-butyldiphenylsilyl)-5-bromomethyl-2'-deoxyuridine 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: 70.0%

3',5'-bis-O-(tert-butyldiphenylsilyl)-thymidine (118068-35-2) → 3',5'-bis-O-(tert-butyldiphenylsilyl)-5-bromomethyl-2'-deoxyuridine (118070-22-7)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 1h; Heating;

DOI:10.1021/ol047754t

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → 3',5'-bis-O-(tert-butyldiphenylsilyl)-5-bromomethyl-2'-deoxyuridine (118070-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / imidazole / dimethylformamide / Ambient temperature

2: N-bromosuccinimide / CCl₄ / 2 h / Heating; Irradiation

With 1H-imidazole; N-Bromosuccinimide; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.36.1554

Reference yield:

thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → 3',5'-bis-O-(tert-butyldiphenylsilyl)-5-bromomethyl-2'-deoxyuridine (118070-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / imidazole / dimethylformamide / Ambient temperature

2: N-bromosuccinimide / CCl₄ / 2 h / Heating; Irradiation

With 1H-imidazole; N-Bromosuccinimide; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.36.1554

upstream raw materials:

3',5'-bis-O-(tert-butyldiphenylsilyl)-thymidine

tert-butylchlorodiphenylsilane

thymidine

Downstream raw materials:

3',5'-di-O-(tert-butyldiphenyl)silyl-α-hydroxythymidine

C₄₃H₅₃N₃O₅Si₂

3',5'-di-O-(tert-butyldiphenyl)silyl-α,α-difluorothymidine

3',5'-di-O-(tert-butyldiphenyl)silyl-α-fluorothymidine