N⁴-benzoyl-5-[(benzyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine

Base Information

Chemical Name:N⁴-benzoyl-5-[(benzyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine
CAS No.:304849-86-3
Molecular Formula:C₄₅H₄₃N₃O₈
Molecular Weight:753.852
Hs Code.:

N<sup>4</sup>-benzoyl-5-[(benzyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine

Synonyms:N⁴-benzoyl-5-[(benzyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine

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Chemical Property of N⁴-benzoyl-5-[(benzyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine

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Technology Process of N⁴-benzoyl-5-[(benzyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine

There total 10 articles about N⁴-benzoyl-5-[(benzyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine 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%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 304849-84-1
N⁴-benzoyl-5-[(benzyloxy)methyl]-2'-deoxycytidine

: 304849-86-3
N⁴-benzoyl-5-[(benzyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine

Guidance literature:: With dmap; In pyridine; at 20 ℃; for 3h;
DOI:10.1002/1522-2675(20000809)83:8<1962::AID-HLCA1962>3.0.CO;2-8

Reference yield:

: 13111-67-6
2',3',5'-tri-O-acetyl-5-[(benzyloxy)methyl]uridine

: 304849-86-3
N⁴-benzoyl-5-[(benzyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine

Guidance literature:: Multi-step reaction with 8 steps

1.1: 95 percent / 2M NaOH / H₂O; tetrahydrofuran; methanol / 0.58 h / 0 °C

2.1: 78 percent / pyridine / 18 h / 20 °C

3.1: DMAP / acetonitrile / 18 h / 20 °C

4.1: Bu₃SnH; AIBN / toluene / 2.5 h / 80 °C

5.1: 1,2,4-1H-triazole; POCl₃; Et₃N / acetonitrile / 0.67 h / 20 °C

5.2: 87 percent / aq. NH₃ / dioxane / 0.5 h / 20 °C

6.1: 90 percent / pyridine / 15 h / 0 - 20 °C

7.1: 91 percent / Bu₄NF*3H₂O / tetrahydrofuran / 0.5 h / 20 °C

8.1: 88 percent / DMAP / pyridine / 3 h / 20 °C

With 1,2,4-Triazole; dmap; sodium hydroxide; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; triethylamine; trichlorophosphate; In tetrahydrofuran; pyridine; methanol; water; toluene; acetonitrile; 1.1: Hydrolysis / 2.1: Substitution / 3.1: Substitution / 4.1: Reduction / 5.1: Substitution / 5.2: Substitution / 6.1: Acylation / 7.1: Substitution / 8.1: Etherification;
DOI:10.1002/1522-2675(20000809)83:8<1962::AID-HLCA1962>3.0.CO;2-8

Reference yield:

: 24751-66-4
5-[(benzyloxy)methyl]uridine

: 304849-86-3
N⁴-benzoyl-5-[(benzyloxy)methyl]-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine

Guidance literature:: Multi-step reaction with 7 steps

1.1: 78 percent / pyridine / 18 h / 20 °C

2.1: DMAP / acetonitrile / 18 h / 20 °C

3.1: Bu₃SnH; AIBN / toluene / 2.5 h / 80 °C

4.1: 1,2,4-1H-triazole; POCl₃; Et₃N / acetonitrile / 0.67 h / 20 °C

4.2: 87 percent / aq. NH₃ / dioxane / 0.5 h / 20 °C

5.1: 90 percent / pyridine / 15 h / 0 - 20 °C

6.1: 91 percent / Bu₄NF*3H₂O / tetrahydrofuran / 0.5 h / 20 °C

7.1: 88 percent / DMAP / pyridine / 3 h / 20 °C

With 1,2,4-Triazole; dmap; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; triethylamine; trichlorophosphate; In tetrahydrofuran; pyridine; toluene; acetonitrile; 1.1: Substitution / 2.1: Substitution / 3.1: Reduction / 4.1: Substitution / 4.2: Substitution / 5.1: Acylation / 6.1: Substitution / 7.1: Etherification;
DOI:10.1002/1522-2675(20000809)83:8<1962::AID-HLCA1962>3.0.CO;2-8