7-[(2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-fluoro-tetrahydro-furan-2-yl]-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

Base Information

• Chemical Name: 7-[(2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-fluoro-tetrahydro-furan-2-yl]-4-chloro-7H-pyrrolo[2,3-d]pyrimidine
• CAS No.: 126360-45-0
• Molecular Formula: C₂₇H₂₉ClFN₃O₂Si
• Molecular Weight: 510.083
• Mol file: 126360-45-0.mol

Synonyms:

Chemical Property of 7-[(2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-fluoro-tetrahydro-furan-2-yl]-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-[(2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-fluoro-tetrahydro-furan-2-yl]-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

There total 5 articles about 7-[(2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-fluoro-tetrahydro-furan-2-yl]-4-chloro-7H-pyrrolo[2,3-d]pyrimidine 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:

4-chloro-7-<2-deoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-β-D-threo-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine (126360-39-2) → 7-[(2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-fluoro-tetrahydro-furan-2-yl]-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (126360-45-0)

Guidance literature:

With diethylamino-sulfur trifluoride; In toluene; for 2h; Ambient temperature;

DOI:10.1002/hlca.19890720527

Reference yield:

4-chloro-7-<2-deoxy-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>-pyrimidine (97337-37-6) → 7-[(2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-fluoro-tetrahydro-furan-2-yl]-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (126360-45-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 76 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

2: 75 percent / CrO₃, pyridine, Ac₂O / CH₂Cl₂ / 1 h / Ambient temperature

3: 76 percent / NaBH₄ / ethanol / 2.5 h / 0 °C

4: (diethylamino)sulfur trifluoride / toluene / 2 h / Ambient temperature

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; diethylamino-sulfur trifluoride; acetic anhydride; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1002/hlca.19890720527

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → 7-[(2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-fluoro-tetrahydro-furan-2-yl]-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (126360-45-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 76 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

2: 75 percent / CrO₃, pyridine, Ac₂O / CH₂Cl₂ / 1 h / Ambient temperature

3: 76 percent / NaBH₄ / ethanol / 2.5 h / 0 °C

4: (diethylamino)sulfur trifluoride / toluene / 2 h / Ambient temperature

With pyridine; 1H-imidazole; chromium(VI) oxide; sodium tetrahydroborate; diethylamino-sulfur trifluoride; acetic anhydride; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1002/hlca.19890720527

upstream raw materials:

4-chloro-7-<2-deoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-β-D-threo-pentofuranosyl>-7H-pyrrolo<2,3-d>pyrimidine

4-chloro-7-<2-deoxy-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>-pyrimidine

tert-butylchlorodiphenylsilane

4-chloro-7-<2-deoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-β-D-glycero-pentofuranos-3-ulosyl>-7H-pyrrolo<2,3-d>pyrimidine