4-Amino-1-(2-deoxy-2,2-difluoro-a-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone Hydrochloride

Base Information

• Chemical Name: 4-Amino-1-(2-deoxy-2,2-difluoro-a-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone Hydrochloride
• CAS No.: 122111-05-1
• Molecular Formula: C9H11 F2 N3 O4 . Cl H
• Molecular Weight: 299.662
• Mol file: 122111-05-1.mol

Synonyms:2(1H)-Pyrimidinone,4-amino-1-(2-deoxy-2,2-difluoro-a-D-erythro-pentofuranosyl)-, monohydrochloride (9CI)

Chemical Property of 4-Amino-1-(2-deoxy-2,2-difluoro-a-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone Hydrochloride

Chemical Property:

• Melting Point: 204-206°C
• PSA: 110.60000
• LogP: 0.09460
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: Methanol (Slightly), Water (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

1’-EpiGemcitabineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: a-Anomer of Gemcitabine α-Anomer of Gemcitabine. 1’-Epi Gemcitabine Hydrochloride (Gemcitabine EP Impurity B) is an α-Anomer of Gemcitabine.

Technology Process of 4-Amino-1-(2-deoxy-2,2-difluoro-a-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone Hydrochloride

There total 2 articles about 4-Amino-1-(2-deoxy-2,2-difluoro-a-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone Hydrochloride 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:

2’-deoxy-2’,2’-difluoro-cytidine (103882-84-4,103882-85-5) → 2'-deoxy-2',2'-difluorocytidine hydrochloride (122111-05-1) + gemcitabine hydrochloride (122111-03-9)

Guidance literature:

With hydrogenchloride; In water; isopropyl alcohol; at -4 - 60 ℃; for 6.5h;

Reference yield:

4-N-Acetylcytosine (14631-20-0) + 3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose (134877-42-2,134877-43-3,122111-11-9) → 2'-deoxy-2',2'-difluorocytidine hydrochloride (122111-05-1) + gemcitabine hydrochloride (122111-03-9)

Guidance literature:

4-N-Acetylcytosine; With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; In 1,2-dichloro-ethane; for 3h; Heating / reflux;

3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose; With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 20 - 75 ℃; for 14 - 16h; Heating / reflux;

With hydrogenchloride; In water; 1,2-dichloro-ethane;

upstream raw materials:

2’-deoxy-2’,2’-difluoro-cytidine

4-N-Acetylcytosine

3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose

Refernces

• 1、 -. "AN IMPROVED PROCESS FOR THE MANUFACTURE OF HIGH PURE GEMCITABINE HYDROCHLORIDE". Page/Page column 18-20. . Retrieved 2010/02/14.