3'-Epi GeMcitabine 3',5'-Dibenzoate

Base Information

• Chemical Name: 3'-Epi GeMcitabine 3',5'-Dibenzoate
• CAS No.: 1268237-46-2
• Molecular Formula: C₂₃H₁₉F₂N₃O₆
• Molecular Weight: 471.417
• Mol file: 1268237-46-2.mol

Synonyms:3'-Epi GeMcitabine 3',5'-Dibenzoate;4-AMino-1-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-D-threo-pentofuranosyl)-2(1H)-pyriMidinone

Chemical Property of 3'-Epi GeMcitabine 3',5'-Dibenzoate

Chemical Property:

• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly, Heated), Methanol (Slightly)

Purity/Quality:

95% ^*data from raw suppliers

1’,3’-EpiGemcitabine3’,5’-Dibenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 1’,3’-Epi Gemcitabine 3’,5’-Dibenzoate is an intermediate in the preparation of Gemcitabine Impurities. Intermediate in the preparation of Gemcitabine (G305000) impurities.

Technology Process of 3'-Epi GeMcitabine 3',5'-Dibenzoate

There total 13 articles about 3'-Epi GeMcitabine 3',5'-Dibenzoate 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: 97.38%

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) + 2,4-O,N-bis(trimethylsilyl)cytosine (18037-10-0) → (2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate (134790-39-9,1268237-46-2)

Guidance literature:

In toluene; at 120 ℃; for 6h; Temperature;

Reference yield: 95.0%

4-Amino-1-trimethylsilanyl-1H-pyrimidin-2-one (73416-12-3) + 2-deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-diphenylmethyl ester-1-methanesulfonate (134877-42-2) → (2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate (134790-39-9,1268237-46-2)

Guidance literature:

With phosphomolybdic acid; In pentan-1-ol; at 70 - 137 ℃; for 5h; Reagent/catalyst; Solvent; Temperature; Reflux;

Reference yield: 85.5%

2-deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-diphenylmethyl ester-1-methanesulfonate (134877-42-2) + 2,4-O,N-bis(trimethylsilyl)cytosine (18037-10-0) → (2'-deoxy-2',2'-difluorocytidine)-3',5'-dibenzoate (134790-39-9,1268237-46-2)

Guidance literature:

at 120 ℃; for 3h; Heating;

upstream raw materials:

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

2,4-O,N-bis(trimethylsilyl)cytosine

(2R,3R)-2-((benzoyloxy)methyl)-4,4-difluoro-5-hydroxyoxolan-3-yl benzoate

2-deoxy-2,2-difluoro-D-erythro-pentonic acid γ-lactone 3,5-dibenzoate

Downstream raw materials:

C₂₃H₂₄F₂N₄O₃

C₂₈H₃₂F₂N₄O₅

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