Trifluoro-methanesulfonic acid (2R,3S,4R)-2-(6-benzoylamino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-oxetan-3-yl ester

Base Information

• Chemical Name: Trifluoro-methanesulfonic acid (2R,3S,4R)-2-(6-benzoylamino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-oxetan-3-yl ester
• CAS No.: 126170-68-1
• Molecular Formula: C₂₃H₂₈F₃N₅O₆SSi
• Molecular Weight: 587.652
• Mol file: 126170-68-1.mol

Synonyms:Trifluoro-methanesulfonic acid (2R,3S,4R)-2-(6-benzoylamino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-oxetan-3-yl ester

Chemical Property of Trifluoro-methanesulfonic acid (2R,3S,4R)-2-(6-benzoylamino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-oxetan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Trifluoro-methanesulfonic acid (2R,3S,4R)-2-(6-benzoylamino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-oxetan-3-yl ester

There total 7 articles about Trifluoro-methanesulfonic acid (2R,3S,4R)-2-(6-benzoylamino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-oxetan-3-yl ester 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: 72.0%

trifluoromethane sulfonyl chloride (421-83-0) + N-{9-[(2R,3S,4R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-hydroxy-oxetan-2-yl]-9H-purin-6-yl}-benzamide (126170-63-6) → Trifluoro-methanesulfonic acid (2R,3S,4R)-2-(6-benzoylamino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-oxetan-3-yl ester (126170-68-1)

Guidance literature:

With dmap; triethylamine; In dichloromethane;

DOI:10.1016/0040-4039(91)80825-Q

Reference yield:

Oxetanocin A N6-benzoate (121885-21-0) → Trifluoro-methanesulfonic acid (2R,3S,4R)-2-(6-benzoylamino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-oxetan-3-yl ester (126170-68-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 30 percent / imidazole / dimethylformamide

2: 75 percent / pyridine

3: 72 percent / t-BuOK / acetone / 1 h / 0 °C

4: HIO₄, KMnO₄

5: NaBH₄ / methanol / 1 h / 0 °C

6: 72 percent / Et₃N, DMAP / CH₂Cl₂

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; potassium permanganate; potassium tert-butylate; periodic acid; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/0040-4039(91)80825-Q

Reference yield:

N-{9-[(2R,4S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methylene-oxetan-2-yl]-9H-purin-6-yl}-benzamide (126170-62-5) → Trifluoro-methanesulfonic acid (2R,3S,4R)-2-(6-benzoylamino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-oxetan-3-yl ester (126170-68-1)

Guidance literature:

Multi-step reaction with 3 steps

1: HIO₄, KMnO₄

2: NaBH₄ / methanol / 1 h / 0 °C

3: 72 percent / Et₃N, DMAP / CH₂Cl₂

With dmap; sodium tetrahydroborate; potassium permanganate; periodic acid; triethylamine; In methanol; dichloromethane;

DOI:10.1016/0040-4039(91)80825-Q

upstream raw materials:

trifluoromethane sulfonyl chloride

N-{9-[(2R,3S,4R)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-hydroxy-oxetan-2-yl]-9H-purin-6-yl}-benzamide

Oxetanocin A N⁶-benzoate

N-{9-[(2R,4S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methylene-oxetan-2-yl]-9H-purin-6-yl}-benzamide

Downstream raw materials:

Benzoic acid (2R,3R,4R)-2-(6-benzoylamino-purin-9-yl)-4-(tert-butyl-dimethyl-silanyloxymethyl)-oxetan-3-yl ester

Benzoic acid (2R,3R,4R)-2-(6-benzoylamino-purin-9-yl)-4-hydroxymethyl-oxetan-3-yl ester

N-{9-[(2R,4S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-oxetan-2-yl]-9H-purin-6-yl}-benzamide

1R,3S-albucidin