4-N-(tert-butylbenzoyl)-2'-O-(tetrahydropyranyl)-3'-O-(dimethoxytrityl)-5'-azido-5'-deoxycitidine

Base Information

• Chemical Name: 4-N-(tert-butylbenzoyl)-2'-O-(tetrahydropyranyl)-3'-O-(dimethoxytrityl)-5'-azido-5'-deoxycitidine
• CAS No.: 149695-31-8
• Molecular Formula: C₄₆H₅₀N₆O₈
• Molecular Weight: 814.938

Synonyms:4-N-(tert-butylbenzoyl)-2'-O-(tetrahydropyranyl)-3'-O-(dimethoxytrityl)-5'-azido-5'-deoxycitidine

Chemical Property of 4-N-(tert-butylbenzoyl)-2'-O-(tetrahydropyranyl)-3'-O-(dimethoxytrityl)-5'-azido-5'-deoxycitidine

Chemical Property:

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Technology Process of 4-N-(tert-butylbenzoyl)-2'-O-(tetrahydropyranyl)-3'-O-(dimethoxytrityl)-5'-azido-5'-deoxycitidine

There total 2 articles about 4-N-(tert-butylbenzoyl)-2'-O-(tetrahydropyranyl)-3'-O-(dimethoxytrityl)-5'-azido-5'-deoxycitidine 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:

4-N-(tert-butylbenzoyl)-2'-O-tetrahydropyranylcytydine → 4-N-(tert-butylbenzoyl)-2'-O-(tetrahydropyranyl)-3'-O-(dimethoxytrityl)-5'-azido-5'-deoxycitidine (149695-31-8)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium azide, triphenylphosphine, CBr₄ / dimethylformamide / 16 h / Ambient temperature

2: pyridine / 40 h / 50 °C

With pyridine; lithium azide; carbon tetrabromide; triphenylphosphine; In N,N-dimethyl-formamide;

DOI:10.1021/ja00065a006

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) + 4-N-(tert-butylbenzoyl)-2'-O-(tetrahydropyranyl)-5'-azido-5'-deoxycytidine (149695-30-7) → 4-N-(tert-butylbenzoyl)-2'-O-(tetrahydropyranyl)-3'-O-(dimethoxytrityl)-5'-azido-5'-deoxycitidine (149695-31-8)

Guidance literature:

With pyridine; at 50 ℃; for 40h; Yield given;

DOI:10.1021/ja00065a006

Reference yield:

4-N-(tert-butylbenzoyl)-2'-O-(tetrahydropyranyl)-3'-O-(dimethoxytrityl)-5'-azido-5'-deoxycitidine (149695-31-8) → 4-N-tert-(butylbenzoyl)-2'-O-(tetrahydropyranyl)-3'-O-(dimethoxytrityl)-5'-amino-5'-deoxycytidine (149695-34-1)

Guidance literature:

With triethylamine; triphenylphosphine; In methanol; for 1.5h; Ambient temperature;

DOI:10.1021/ja00065a006

upstream raw materials:

4,4'-dimethoxytrityl chloride

4-N-(tert-butylbenzoyl)-2'-O-(tetrahydropyranyl)-5'-azido-5'-deoxycytidine

Downstream raw materials:

4-N-tert-(butylbenzoyl)-2'-O-(tetrahydropyranyl)-3'-O-(dimethoxytrityl)-5'-amino-5'-deoxycytidine

4-N-(tert-butylbenzoyl)-2'-O-(tetrahydropyranyl)-5'-N-((9-fluorenylmethoxy)carbonyl)-5'-amino-5'-deoxycytidine

4-N-(tert-butylbenzoyl)-2'-O-(tetrahydropyranyl)-3'-O-(dimethoxytrityl)-5'-N-((9-fluorenylmethoxy)carbonyl)-5'-amino-5'-deoxycytidine

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