1,3,4-tri-O-benzyl-2-O-<2-O-(benzyloxymethyl)-5-O-(dimethoxytrityl)-β-D-ribofuranosyl>-5-O-(dimethoxytrityl)-D-ribitol

Base Information

• Chemical Name: 1,3,4-tri-O-benzyl-2-O-<2-O-(benzyloxymethyl)-5-O-(dimethoxytrityl)-β-D-ribofuranosyl>-5-O-(dimethoxytrityl)-D-ribitol
• CAS No.: 131771-55-6
• Molecular Formula: C₈₁H₈₂O₁₄
• Molecular Weight: 1279.53
• Mol file: 131771-55-6.mol

Synonyms:1,3,4-tri-O-benzyl-2-O-<2-O-(benzyloxymethyl)-5-O-(dimethoxytrityl)-β-D-ribofuranosyl>-5-O-(dimethoxytrityl)-D-ribitol

Chemical Property of 1,3,4-tri-O-benzyl-2-O-<2-O-(benzyloxymethyl)-5-O-(dimethoxytrityl)-β-D-ribofuranosyl>-5-O-(dimethoxytrityl)-D-ribitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3,4-tri-O-benzyl-2-O-<2-O-(benzyloxymethyl)-5-O-(dimethoxytrityl)-β-D-ribofuranosyl>-5-O-(dimethoxytrityl)-D-ribitol

There total 14 articles about 1,3,4-tri-O-benzyl-2-O-<2-O-(benzyloxymethyl)-5-O-(dimethoxytrityl)-β-D-ribofuranosyl>-5-O-(dimethoxytrityl)-D-ribitol 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: 97.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 1,3,4-tri-O-benzyl-2-O-<2-O-(benzyloxymethyl)-5-O-(dimethoxytrityl)-β-D-ribofuranosyl>-D-ribitol (131771-54-5) → 1,3,4-tri-O-benzyl-2-O-<2-O-(benzyloxymethyl)-5-O-(dimethoxytrityl)-β-D-ribofuranosyl>-5-O-(dimethoxytrityl)-D-ribitol (131771-55-6)

Guidance literature:

With pyridine; at 20 ℃;

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) → 1,3,4-tri-O-benzyl-2-O-<2-O-(benzyloxymethyl)-5-O-(dimethoxytrityl)-β-D-ribofuranosyl>-5-O-(dimethoxytrityl)-D-ribitol (131771-55-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 85 percent / trimethylsilyl trifluoromethylmethanesulfonate / 1,2-dichloro-ethane / Ambient temperature; a) molecular sieves 4 Angstroem, 1 h, b) 1 h

2: 85 percent / sodium methoxide / dioxane; methanol / 2 h / 20 °C

3: 82 percent / pyridine / 1 h / 20 °C

4: 87 percent / diisopropylethylamine / acetonitrile / 50 °C

5: tetra-n-butylammonium fluoride / dioxane / 0.5 h / 20 °C

6: 93 percent / pyridine / 4 h / 20 °C

7: 87 percent / tetrabutylammonium hydroxide / dioxane; H₂O / 20 °C

8: 97 percent / pyridine / 20 °C

With pyridine; trimethylsilyl trifluoromethylmethanesulfonate; tetrabutyl ammonium fluoride; tetra(n-butyl)ammonium hydroxide; sodium methylate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; water; 1,2-dichloro-ethane; acetonitrile;

Reference yield:

methyl α-L-ribofuranoside (52689-55-1) → 1,3,4-tri-O-benzyl-2-O-<2-O-(benzyloxymethyl)-5-O-(dimethoxytrityl)-β-D-ribofuranosyl>-5-O-(dimethoxytrityl)-D-ribitol (131771-55-6)

Guidance literature:

Multi-step reaction with 12 steps

1: 85 percent / sodium hydride / dimethylformamide / 12 h / 20 °C

2: 1M hydrogen chloride / acetic acid; H₂O / 2 h / 100 °C

3: 87 percent / sodium borohydride / ethanol / 1 h / 50 °C

4: 95 percent / pyridine / CH₂Cl₂ / Ambient temperature

5: 85 percent / trimethylsilyl trifluoromethylmethanesulfonate / 1,2-dichloro-ethane / Ambient temperature; a) molecular sieves 4 Angstroem, 1 h, b) 1 h

6: 85 percent / sodium methoxide / dioxane; methanol / 2 h / 20 °C

7: 82 percent / pyridine / 1 h / 20 °C

8: 87 percent / diisopropylethylamine / acetonitrile / 50 °C

9: tetra-n-butylammonium fluoride / dioxane / 0.5 h / 20 °C

10: 93 percent / pyridine / 4 h / 20 °C

11: 87 percent / tetrabutylammonium hydroxide / dioxane; H₂O / 20 °C

12: 97 percent / pyridine / 20 °C

With pyridine; hydrogenchloride; sodium tetrahydroborate; trimethylsilyl trifluoromethylmethanesulfonate; tetrabutyl ammonium fluoride; tetra(n-butyl)ammonium hydroxide; sodium methylate; sodium hydride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

4,4'-dimethoxytrityl chloride

1,3,4-tri-O-benzyl-2-O-<2-O-(benzyloxymethyl)-5-O-(dimethoxytrityl)-β-D-ribofuranosyl>-D-ribitol

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

methyl α-L-ribofuranoside