3'-O-(tert-butyldimethylsilyl)-4-N-[(di-n-butylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxycytidine

Base Information

• Chemical Name: 3'-O-(tert-butyldimethylsilyl)-4-N-[(di-n-butylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxycytidine
• CAS No.: 1233510-60-5
• Molecular Formula: C₄₄H₆₀N₄O₅SSi
• Molecular Weight: 785.136

Synonyms:3'-O-(tert-butyldimethylsilyl)-4-N-[(di-n-butylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxycytidine

Chemical Property of 3'-O-(tert-butyldimethylsilyl)-4-N-[(di-n-butylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxycytidine

Chemical Property:

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Technology Process of 3'-O-(tert-butyldimethylsilyl)-4-N-[(di-n-butylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxycytidine

There total 3 articles about 3'-O-(tert-butyldimethylsilyl)-4-N-[(di-n-butylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxycytidine 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: 58.0%

3'-O-(tert-butyldimethylsilyl)-4-N-[(di-n-butylamino)methylene]-2'-deoxycytidine (1233510-58-1) + 4-monomethoxytritylsulfenyl chloride (402734-78-5) → 3'-O-(tert-butyldimethylsilyl)-4-N-[(di-n-butylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxycytidine (1233510-60-5)

Guidance literature:

3'-O-(tert-butyldimethylsilyl)-4-N-[(di-n-butylamino)methylene]-2'-deoxycytidine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.333333h;

4-monomethoxytritylsulfenyl chloride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1039/b9nj00678h

Reference yield:

3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine (51549-28-1) → 3'-O-(tert-butyldimethylsilyl)-4-N-[(di-n-butylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxycytidine (1233510-60-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol / 2 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 °C

2.2: 1 h / 20 °C

With n-butyllithium; In tetrahydrofuran; methanol;

DOI:10.1039/b9nj00678h

Reference yield:

N,N-dibutylformamide dimethyl acetal (19449-30-0) → 3'-O-(tert-butyldimethylsilyl)-4-N-[(di-n-butylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxycytidine (1233510-60-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol / 2 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 °C

2.2: 1 h / 20 °C

With n-butyllithium; In tetrahydrofuran; methanol;

DOI:10.1039/b9nj00678h

upstream raw materials:

3'-O-(tert-butyldimethylsilyl)-4-N-[(di-n-butylamino)methylene]-2'-deoxycytidine

4-monomethoxytritylsulfenyl chloride

N,N-dibutylformamide dimethyl acetal

3'-O-(tert-butyldimethylsilyl)-2'-deoxycytidine

Downstream raw materials:

4-N-[(di-n-butylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxycytidine

4-N-[(di-n-butylamino)methylene]-5'-O-[(4-methoxytrityl)sulfenyl]-2'-deoxycytidine 3'-(2-cyanoethyl-N,N-diisopropylphosphoramidite)

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