5'-O-dimethoxytrityl-N₄-toluyldeoxycytidinyl-3'-O-(5'-O-N₄-toluyldeoxycytidinyl)-S-(4-chlorobenzyl)phosphorodithioate

Base Information

• Chemical Name: 5'-O-dimethoxytrityl-N₄-toluyldeoxycytidinyl-3'-O-(5'-O-N₄-toluyldeoxycytidinyl)-S-(4-chlorobenzyl)phosphorodithioate
• CAS No.: 121238-17-3
• Molecular Formula: C₆₂H₆₀ClN₆O₁₂PS₂
• Molecular Weight: 1211.75

Synonyms:5'-O-dimethoxytrityl-N₄-toluyldeoxycytidinyl-3'-O-(5'-O-N₄-toluyldeoxycytidinyl)-S-(4-chlorobenzyl)phosphorodithioate

Chemical Property of 5'-O-dimethoxytrityl-N₄-toluyldeoxycytidinyl-3'-O-(5'-O-N₄-toluyldeoxycytidinyl)-S-(4-chlorobenzyl)phosphorodithioate

Chemical Property:

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Technology Process of 5'-O-dimethoxytrityl-N₄-toluyldeoxycytidinyl-3'-O-(5'-O-N₄-toluyldeoxycytidinyl)-S-(4-chlorobenzyl)phosphorodithioate

There total 5 articles about 5'-O-dimethoxytrityl-N₄-toluyldeoxycytidinyl-3'-O-(5'-O-N₄-toluyldeoxycytidinyl)-S-(4-chlorobenzyl)phosphorodithioate 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: 95.0%

5'-O-dimethoxytrityl-N4-toluyldeoxycytidinyl-3'-O-(5'-O-N4-toluyldeoxycytidine-3'-O-phenoxyacetyl)-S-(4-chlorobenzyl)phosphorodithioate (121256-17-5) → 5'-O-dimethoxytrityl-N4-toluyldeoxycytidinyl-3'-O-(5'-O-N4-toluyldeoxycytidinyl)-S-(4-chlorobenzyl)phosphorodithioate (121238-17-3)

Guidance literature:

With tert-butylamine; In methanol; acetonitrile; at 0 ℃; for 1.5h;

DOI:10.1016/S0040-4039(00)95248-1

Reference yield:

5'-O-dimethoxytrityl-N4-toluyldeoxycitidine (95900-42-8) → 5'-O-dimethoxytrityl-N4-toluyldeoxycytidinyl-3'-O-(5'-O-N4-toluyldeoxycytidinyl)-S-(4-chlorobenzyl)phosphorodithioate (121238-17-3)

Guidance literature:

Multi-step reaction with 5 steps

2: tetrazole

3: tetrazole / acetonitrile / 0.5 h

4: sulfur / CHCl₃; toluene; various solvent(s)

5: 95 percent / t-butylamine / methanol; acetonitrile / 1.5 h / 0 °C

With 1H-tetrazole; sulfur; tert-butylamine; In methanol; chloroform; toluene; acetonitrile;

DOI:10.1016/S0040-4039(00)95248-1

Reference yield:

C70H66ClN6O14PS (121238-16-2) → 5'-O-dimethoxytrityl-N4-toluyldeoxycytidinyl-3'-O-(5'-O-N4-toluyldeoxycytidinyl)-S-(4-chlorobenzyl)phosphorodithioate (121238-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfur / CHCl₃; toluene; various solvent(s)

2: 95 percent / t-butylamine / methanol; acetonitrile / 1.5 h / 0 °C

With sulfur; tert-butylamine; In methanol; chloroform; toluene; acetonitrile;

DOI:10.1016/S0040-4039(00)95248-1

upstream raw materials:

5'-O-dimethoxytrityl-N₄-toluyldeoxycytidinyl-3'-O-(5'-O-N₄-toluyldeoxycytidine-3'-O-phenoxyacetyl)-S-(4-chlorobenzyl)phosphorodithioate

5'-O-dimethoxytrityl-N₄-toluyldeoxycitidine

C₇₀H₆₆ClN₆O₁₄PS

C₅₀H₆₄N₅O₇P

Downstream raw materials:

5'-O-dimethoxytrityl-N4-toluyldeoxycytidine-3'-O-(5'-O-N4-toluyldeoxycytidine-3'-O-β-cyanoethyl-N,N-diisopropylaminophosphine)-S-(4-chlorobenzyl)phosphorodithioate

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