2',3'-dideoxy-3'-C-(methoxytrityl)oxymethyl-α-L-threo-pentopyranosyl(N⁶-benzoyl)adenine

Base Information

• Chemical Name: 2',3'-dideoxy-3'-C-(methoxytrityl)oxymethyl-α-L-threo-pentopyranosyl(N⁶-benzoyl)adenine
• CAS No.: 173256-73-0
• Molecular Formula: C₃₈H₃₅N₅O₅
• Molecular Weight: 641.726

Synonyms:2',3'-dideoxy-3'-C-(methoxytrityl)oxymethyl-α-L-threo-pentopyranosyl(N⁶-benzoyl)adenine

Chemical Property of 2',3'-dideoxy-3'-C-(methoxytrityl)oxymethyl-α-L-threo-pentopyranosyl(N⁶-benzoyl)adenine

Chemical Property:

Purity/Quality:

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Technology Process of 2',3'-dideoxy-3'-C-(methoxytrityl)oxymethyl-α-L-threo-pentopyranosyl(N⁶-benzoyl)adenine

There total 10 articles about 2',3'-dideoxy-3'-C-(methoxytrityl)oxymethyl-α-L-threo-pentopyranosyl(N⁶-benzoyl)adenine 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: 73.0%

2,4-Dinitro-benzoic acid (3R,4R,6R)-6-(6-dibenzoylamino-purin-9-yl)-4-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl ester (173256-71-8) → 2',3'-dideoxy-3'-C-(methoxytrityl)oxymethyl-α-L-threo-pentopyranosyl(N6-benzoyl)adenine (173256-73-0)

Guidance literature:

With sodium methylate; In 1,4-dioxane; methanol; for 5h;

DOI:10.1016/0040-4020(95)00777-6

Reference yield: 68.0%

benzoyl chloride (98-88-4) + 2',3'-dideoxy-3'-C-(methoxytrityl)oxymethyl-α-L-threo-pentopyranosyl adenine (173256-72-9) → 2',3'-dideoxy-3'-C-(methoxytrityl)oxymethyl-α-L-threo-pentopyranosyl(N6-benzoyl)adenine (173256-73-0)

Guidance literature:

With pyridine; chloro-trimethyl-silane; for 0.666667h; Ambient temperature;

DOI:10.1016/0040-4020(95)00777-6

Reference yield:

(2',3'-Dideoxy-β-D-glycero-pent-2'-enopyranosyl)-N6-benzoyladenine (162934-32-9) → 2',3'-dideoxy-3'-C-(methoxytrityl)oxymethyl-α-L-threo-pentopyranosyl(N6-benzoyl)adenine (173256-73-0)

Guidance literature:

Multi-step reaction with 7 steps

1: imidazole / dimethylformamide / 1 h / Ambient temperature

2: tributyltin hydride, AIBN / toluene / 4 h / Heating

3: KF, 35 percent H₂O₂, KHCO₃ / dimethylformamide

4: 57 percent / pyridine, DMAP

5: 46 percent / triphenylphosphine, diethyl azodicarboxylate / dioxane / 4 h

6: 73 percent / pyridine / 2 h / Ambient temperature

7: 73 percent / sodium methoxide / methanol; dioxane / 5 h

With pyridine; 1H-imidazole; dmap; potassium fluoride; 2,2'-azobis(isobutyronitrile); dihydrogen peroxide; tri-n-butyl-tin hydride; sodium methylate; potassium hydrogencarbonate; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1016/0040-4020(95)00777-6

upstream raw materials:

benzoyl chloride

2',3'-dideoxy-3'-C-(methoxytrityl)oxymethyl-α-L-threo-pentopyranosyl adenine

2,4-Dinitro-benzoic acid (3R,4R,6R)-6-(6-dibenzoylamino-purin-9-yl)-4-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl ester

(2',3'-Dideoxy-β-D-glycero-pent-2'-enopyranosyl)-N⁶-benzoyladenine

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