N⁴-benzoyl-1-(2’,3’,4’,6’-tetra-O-acetyl-β-D-galactopyranosyl)-cytosine

Base Information

Chemical Name:N⁴-benzoyl-1-(2’,3’,4’,6’-tetra-O-acetyl-β-D-galactopyranosyl)-cytosine
CAS No.:1311109-53-1
Molecular Formula:C₂₅H₂₇N₃O₁₁
Molecular Weight:545.503
Hs Code.:

N<sup>4</sup>-benzoyl-1-(2’,3’,4’,6’-tetra-O-acetyl-β-D-galactopyranosyl)-cytosine

Synonyms:N⁴-benzoyl-1-(2’,3’,4’,6’-tetra-O-acetyl-β-D-galactopyranosyl)-cytosine

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Chemical Property of N⁴-benzoyl-1-(2’,3’,4’,6’-tetra-O-acetyl-β-D-galactopyranosyl)-cytosine

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Technology Process of N⁴-benzoyl-1-(2’,3’,4’,6’-tetra-O-acetyl-β-D-galactopyranosyl)-cytosine

There total 4 articles about N⁴-benzoyl-1-(2’,3’,4’,6’-tetra-O-acetyl-β-D-galactopyranosyl)-cytosine 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: 100.0%

: 28244-94-2,28244-99-7,86782-41-4,131488-65-8
4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside

: 64339-87-3
N₄,O-bis(trimethylsilyl)-N₄-benzoylcytosine

: 1311109-53-1
N⁴-benzoyl-1-(2’,3’,4’,6’-tetra-O-acetyl-β-D-galactopyranosyl)-cytosine

Guidance literature:: 4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside; With trifluoromethylsulfonic anhydride; di(p-tolyl) sulfoxide; In dichloromethane; at -70 - -40 ℃; for 0.833333h; Molecular sieve;

N₄,O-bis(trimethylsilyl)-N₄-benzoylcytosine; In dichloromethane; acetonitrile; at -70 - -20 ℃; for 4h; stereoselective reaction;
DOI:10.1039/c5cc03617h

Reference yield: 74.0%

: 26661-13-2
4-N-benzoylcytosine

: 1311109-71-3
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl ortho-hexynylbenzoate

: 1311109-53-1
N⁴-benzoyl-1-(2’,3’,4’,6’-tetra-O-acetyl-β-D-galactopyranosyl)-cytosine

Guidance literature:: 4-N-benzoylcytosine; 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl ortho-hexynylbenzoate; With N,O-Bis(trimethylsilyl)trifluoroacetamide; In acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere;

With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); In acetonitrile; at 20 ℃; Inert atmosphere;
DOI:10.1002/anie.201100514

Reference yield:

: 3947-62-4,6207-76-7,10343-06-3,19235-21-3,22554-70-7,22860-22-6,57884-82-9,62057-79-8,70191-05-8,109525-54-4,140147-37-1,47339-09-3
2,3,4,6-tetra-O-acetyl-α/β-D-galactopyranose

: 1311109-53-1
N⁴-benzoyl-1-(2’,3’,4’,6’-tetra-O-acetyl-β-D-galactopyranosyl)-cytosine

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 20 °C

2.1: N,O-Bis(trimethylsilyl)trifluoroacetamide / acetonitrile / 0.5 h / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

With dmap; N,O-Bis(trimethylsilyl)trifluoroacetamide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;
DOI:10.1002/anie.201100514