N⁶-<(allyloxy)carbonyl>-5'-O-(p,p'-dimethoxytrityl)-2'-deoxycytidine 3'-(allyl N,N-diisopropylphosphoramidite)

Base Information

• Chemical Name: N⁶-<(allyloxy)carbonyl>-5'-O-(p,p'-dimethoxytrityl)-2'-deoxycytidine 3'-(allyl N,N-diisopropylphosphoramidite)
• CAS No.: 116208-47-0
• Molecular Formula: C₄₃H₅₃N₄O₉P
• Molecular Weight: 800.889

Synonyms:N⁶-<(allyloxy)carbonyl>-5'-O-(p,p'-dimethoxytrityl)-2'-deoxycytidine 3'-(allyl N,N-diisopropylphosphoramidite)

Chemical Property of N⁶-<(allyloxy)carbonyl>-5'-O-(p,p'-dimethoxytrityl)-2'-deoxycytidine 3'-(allyl N,N-diisopropylphosphoramidite)

Chemical Property:

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Technology Process of N⁶-<(allyloxy)carbonyl>-5'-O-(p,p'-dimethoxytrityl)-2'-deoxycytidine 3'-(allyl N,N-diisopropylphosphoramidite)

There total 7 articles about N⁶-<(allyloxy)carbonyl>-5'-O-(p,p'-dimethoxytrityl)-2'-deoxycytidine 3'-(allyl N,N-diisopropylphosphoramidite) 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: 88.0%

(allyloxy)bis(diisopropylamino)phosphine (108554-72-9) + N4-<(allyloxy)carbonyl>-5'-O-(p,p'-dimethoxytrityl)-2'-deoxycytidine (108554-86-5) → N6-<(allyloxy)carbonyl>-5'-O-(p,p'-dimethoxytrityl)-2'-deoxycytidine 3'-(allyl N,N-diisopropylphosphoramidite) (116208-47-0)

Guidance literature:

With 1H-tetrazole; diisopropylamine; In acetonitrile; at 25 ℃; for 3h;

DOI:10.1021/ja00161a006

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → N6-<(allyloxy)carbonyl>-5'-O-(p,p'-dimethoxytrityl)-2'-deoxycytidine 3'-(allyl N,N-diisopropylphosphoramidite) (116208-47-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 24 h / 10 °C

2: 88 percent / diisopropylamine, 1H-tetrazole / acetonitrile / 3 h / 25 °C

With pyridine; 1H-tetrazole; diisopropylamine; In acetonitrile;

DOI:10.1021/ja00161a006

Reference yield:

N4-[(allyloxy)carbonyl]-2'-deoxycytidine (102423-13-2) → N6-<(allyloxy)carbonyl>-5'-O-(p,p'-dimethoxytrityl)-2'-deoxycytidine 3'-(allyl N,N-diisopropylphosphoramidite) (116208-47-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 24 h / 10 °C

2: 88 percent / diisopropylamine, 1H-tetrazole / acetonitrile / 3 h / 25 °C

With pyridine; 1H-tetrazole; diisopropylamine; In acetonitrile;

DOI:10.1021/ja00161a006

upstream raw materials:

(allyloxy)bis(diisopropylamino)phosphine

N⁴-<(allyloxy)carbonyl>-5'-O-(p,p'-dimethoxytrityl)-2'-deoxycytidine

4,4'-dimethoxytrityl chloride

N⁴-[(allyloxy)carbonyl]-2'-deoxycytidine

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