[(N-benzyloxycarbonyl)-2-aminoethyl] 2-cyanoethyl [2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-D-ribityl] phosphate

Base Information

Chemical Name:[(N-benzyloxycarbonyl)-2-aminoethyl] 2-cyanoethyl [2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-D-ribityl] phosphate
CAS No.:909556-47-4
Molecular Formula:C₆₀H₆₃N₂O₁₂P
Molecular Weight:1035.14
Hs Code.:

Synonyms:[(N-benzyloxycarbonyl)-2-aminoethyl] 2-cyanoethyl [2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-D-ribityl] phosphate

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Chemical Property of [(N-benzyloxycarbonyl)-2-aminoethyl] 2-cyanoethyl [2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-D-ribityl] phosphate

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Technology Process of [(N-benzyloxycarbonyl)-2-aminoethyl] 2-cyanoethyl [2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-D-ribityl] phosphate

There total 7 articles about [(N-benzyloxycarbonyl)-2-aminoethyl] 2-cyanoethyl [2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-D-ribityl] phosphate 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: 77.0%

: 909556-46-3
2-cyanoethyl [2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-D-ribityl] N,N-diisopropylphosphoramidite

: 77987-49-6
benzyl 2-hydroxyethylcarbamate

: 909556-47-4
[(N-benzyloxycarbonyl)-2-aminoethyl] 2-cyanoethyl [2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-D-ribityl] phosphate

Guidance literature:: 2-cyanoethyl [2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-D-ribityl] N,N-diisopropylphosphoramidite; benzyl 2-hydroxyethylcarbamate; With 1H-tetrazole; In acetonitrile; at 23 ℃; for 1h;

With pyridine; iodine; In tetrahydrofuran; water; acetonitrile;
DOI:10.1016/j.carres.2005.10.023

Reference yield:

: 909715-58-8
2,3,4-tri-O-benzyl-1-O-pivaloyl-D-ribitol

: 909556-47-4
[(N-benzyloxycarbonyl)-2-aminoethyl] 2-cyanoethyl [2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-D-ribityl] phosphate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / EtN(i-Pr)2 / acetonitrile / 1.5 h / 23 °C

2.1: 90 percent / NaOMe / dioxane; methanol / 72 h / 23 °C

3.1: 61 percent / EtN(i-Pr)2 / 1,2-dichloro-ethane / 2 h / 0 - 23 °C

4.1: tetrazole / acetonitrile / 1 h / 23 °C

4.2: 77 percent / pyridine; iodine / acetonitrile; tetrahydrofuran; H₂O

With 1H-tetrazole; sodium methylate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1016/j.carres.2005.10.023

Reference yield:

: 2,3,4-tri-O-benzyl-1-O-pivaloyl-5-O-(propen-1-yl)-D-ribitol

: 909556-47-4
[(N-benzyloxycarbonyl)-2-aminoethyl] 2-cyanoethyl [2,3,4-tri-O-benzyl-5-O-(4,4'-dimethoxytrityl)-1-D-ribityl] phosphate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 4.65 g / HgO; HgCl₂ / acetone; H₂O / 0.5 h / 23 °C

2.1: 85 percent / EtN(i-Pr)2 / acetonitrile / 1.5 h / 23 °C

3.1: 90 percent / NaOMe / dioxane; methanol / 72 h / 23 °C

4.1: 61 percent / EtN(i-Pr)2 / 1,2-dichloro-ethane / 2 h / 0 - 23 °C

5.1: tetrazole / acetonitrile / 1 h / 23 °C

5.2: 77 percent / pyridine; iodine / acetonitrile; tetrahydrofuran; H₂O

With 1H-tetrazole; sodium methylate; N-ethyl-N,N-diisopropylamine; mercury dichloride; mercury(II) oxide; In 1,4-dioxane; methanol; water; 1,2-dichloro-ethane; acetone; acetonitrile;
DOI:10.1016/j.carres.2005.10.023