2',3'-dideoxy-3'-fluoro-5'-O-[(S)-(+)-2-(N-Cbz-L-valyloxy)-propionyl]guanosine

Base Information

• Chemical Name: 2',3'-dideoxy-3'-fluoro-5'-O-[(S)-(+)-2-(N-Cbz-L-valyloxy)-propionyl]guanosine
• CAS No.: 1328880-68-7
• Molecular Formula: C₂₆H₃₁FN₆O₈
• Molecular Weight: 574.566
• Mol file: 1328880-68-7.mol

Synonyms:2',3'-dideoxy-3'-fluoro-5'-O-[(S)-(+)-2-(N-Cbz-L-valyloxy)-propionyl]guanosine

Chemical Property of 2',3'-dideoxy-3'-fluoro-5'-O-[(S)-(+)-2-(N-Cbz-L-valyloxy)-propionyl]guanosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2',3'-dideoxy-3'-fluoro-5'-O-[(S)-(+)-2-(N-Cbz-L-valyloxy)-propionyl]guanosine

There total 2 articles about 2',3'-dideoxy-3'-fluoro-5'-O-[(S)-(+)-2-(N-Cbz-L-valyloxy)-propionyl]guanosine 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: 85.0%

(S)-(+)-2-(N-Cbz-L-valyloxy)propionic acid (13498-74-3) + 9-(2,3-dideoxy-3-fluoro-β-D-erythro-pentofuranosyl)guanine (92562-88-4) → 2',3'-dideoxy-3'-fluoro-5'-O-[(S)-(+)-2-(N-Cbz-L-valyloxy)-propionyl]guanosine (1328880-68-7)

Guidance literature:

With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 22 - 46 ℃; for 20h; Inert atmosphere; Large scale reaction;

DOI:10.1021/op200153s

Reference yield:

(S)-2-Benzyloxycarbonylamino-3-methyl-butyric acid (S)-1-carboxy-ethyl ester; compound with dicyclohexyl-amine → 2',3'-dideoxy-3'-fluoro-5'-O-[(S)-(+)-2-(N-Cbz-L-valyloxy)-propionyl]guanosine (1328880-68-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / diethyl ether; ethyl acetate / 0.5 h / Inert atmosphere; Large scale reaction

2: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 h / 22 - 46 °C / Inert atmosphere; Large scale reaction

With hydrogenchloride; dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In diethyl ether; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/op200153s

upstream raw materials:

(S)-(+)-2-(N-Cbz-L-valyloxy)propionic acid

9-(2,3-dideoxy-3-fluoro-β-D-erythro-pentofuranosyl)guanine