3',5'-Di-O-benzoyl-2'-deoxy-2'-fluoro-beta-D-arabinocytidine

Base Information

• Chemical Name: 3',5'-Di-O-benzoyl-2'-deoxy-2'-fluoro-beta-D-arabinocytidine
• CAS No.: 128495-99-8
• Molecular Formula: C23H20FN3O6
• Molecular Weight: 453.42
• Mol file: 128495-99-8.mol

Synonyms:3',5'-Di-O-benzoyl-2'-deoxy-2'-fluoro-beta-D-arabinocytidine;1-(3,5-O-Dibenzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)cytosine;4-Amino-1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-2(1H)-pyrimidinone

Chemical Property of 3',5'-Di-O-benzoyl-2'-deoxy-2'-fluoro-beta-D-arabinocytidine

Chemical Property:

• PSA: 122.74000
• LogP: 2.72480

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of 3',5'-Di-O-benzoyl-2'-deoxy-2'-fluoro-beta-D-arabinocytidine

There total 3 articles about 3',5'-Di-O-benzoyl-2'-deoxy-2'-fluoro-beta-D-arabinocytidine 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-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide (97614-44-3) + bis(trimethylsilyl)cytosine (67014-25-9) → 1-(3,5-O-dibenzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)cytosine (128495-99-8)

Guidance literature:

In chloroform; for 20h; Yield given; Heating;

DOI:10.1021/jm00170a015

Reference yield:

1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose (97614-43-2) → 1-(3,5-O-dibenzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)cytosine (128495-99-8)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr; HOAc

2: CCl₄ / Heating

With hydrogen bromide; acetic acid; In tetrachloromethane;

DOI:10.1081/NCN-200060300

Reference yield:

Cytosine (71-30-7) + 2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide (97614-44-3) → 1-(3,5-O-dibenzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)cytosine (128495-99-8)

Guidance literature:

In tetrachloromethane; Heating;

DOI:10.1081/NCN-200060300

upstream raw materials:

2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide

bis(trimethylsilyl)cytosine

Cytosine

1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose

Downstream raw materials:

N-{1-[5-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-4-hydroxy-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

N-{1-[5-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-4-hydroxy-4-vinyl-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

N-{1-[5-(tert-butyl-dimethyl-silanyloxymethyl)-4-ethynyl-3-fluoro-4-hydroxy-tetrahydro-furan-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

1-(2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)uracil

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