5-cyano-7-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-4-(1-methylhydrazino)pyrrolo[2,3-d]pyrimidine

Base Information

• Chemical Name: 5-cyano-7-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-4-(1-methylhydrazino)pyrrolo[2,3-d]pyrimidine
• CAS No.: 1054644-14-2
• Molecular Formula: C₂₉H₂₈N₆O₅
• Molecular Weight: 540.579
• Mol file: 1054644-14-2.mol

Synonyms:5-cyano-7-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-4-(1-methylhydrazino)pyrrolo[2,3-d]pyrimidine

Chemical Property of 5-cyano-7-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-4-(1-methylhydrazino)pyrrolo[2,3-d]pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-cyano-7-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-4-(1-methylhydrazino)pyrrolo[2,3-d]pyrimidine

There total 4 articles about 5-cyano-7-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-4-(1-methylhydrazino)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:

6-bromo-5-cyano-7-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-4-(1-methylhydrazino)pyrrolo[2,3-d]pyrimidine → 5-cyano-7-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-4-(1-methylhydrazino)pyrrolo[2,3-d]pyrimidine (1054644-14-2)

Guidance literature:

With ammonium hydroxide; hydrogen; 10percent Pd/C; In ethanol; ethyl acetate; at 20 ℃; for 12h; under 2585.81 Torr;

DOI:10.1021/jm990205m

Reference yield:

6-bromo-4-chloro-5-cyanopyrrolo[2,3-d]pyrimidin-4-one (24391-39-7) → 5-cyano-7-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-4-(1-methylhydrazino)pyrrolo[2,3-d]pyrimidine (1054644-14-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / acetonitrile / 1 h / 20 °C

1.2: acetonitrile / 3 h / 20 °C

2.1: ethanol; CHCl₃ / 18 h / 20 °C

3.1: H₂; aq. NH₃ / 10percent Pd/C / ethanol; ethyl acetate / 12 h / 20 °C / 2585.81 Torr

With ammonium hydroxide; hydrogen; sodium hydride; 10percent Pd/C; In ethanol; chloroform; ethyl acetate; acetonitrile; 1.1: Metallation / 1.2: Glycosylation / 2.1: Substitution / 3.1: Debromination;

DOI:10.1021/jm990205m

Reference yield:

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) → 5-cyano-7-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-4-(1-methylhydrazino)pyrrolo[2,3-d]pyrimidine (1054644-14-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / acetonitrile / 1 h / 20 °C

1.2: acetonitrile / 3 h / 20 °C

2.1: ethanol; CHCl₃ / 18 h / 20 °C

3.1: H₂; aq. NH₃ / 10percent Pd/C / ethanol; ethyl acetate / 12 h / 20 °C / 2585.81 Torr

With ammonium hydroxide; hydrogen; sodium hydride; 10percent Pd/C; In ethanol; chloroform; ethyl acetate; acetonitrile; 1.1: Metallation / 1.2: Glycosylation / 2.1: Substitution / 3.1: Debromination;

DOI:10.1021/jm990205m

upstream raw materials:

6-bromo-4-chloro-5-cyanopyrrolo[2,3-d]pyrimidin-4-one

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

6-bromo-4-chloro-5-cyano-7-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine