1-(2,5-di-O-acetyl-4-C-acetyloxymethyl-3-O-benzyl-β-D-erythro-pentofuranosyl)thymine

Base Information

Chemical Name:1-(2,5-di-O-acetyl-4-C-acetyloxymethyl-3-O-benzyl-β-D-erythro-pentofuranosyl)thymine
CAS No.:552856-36-7
Molecular Formula:C₂₄H₂₈N₂O₁₀
Molecular Weight:504.494
Hs Code.:

Synonyms:1-(2,5-di-O-acetyl-4-C-acetyloxymethyl-3-O-benzyl-β-D-erythro-pentofuranosyl)thymine

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Chemical Property of 1-(2,5-di-O-acetyl-4-C-acetyloxymethyl-3-O-benzyl-β-D-erythro-pentofuranosyl)thymine

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Technology Process of 1-(2,5-di-O-acetyl-4-C-acetyloxymethyl-3-O-benzyl-β-D-erythro-pentofuranosyl)thymine

There total 4 articles about 1-(2,5-di-O-acetyl-4-C-acetyloxymethyl-3-O-benzyl-β-D-erythro-pentofuranosyl)thymine 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: 91.0%

: 108-24-7
acetic anhydride

: 65-71-4,28806-14-6,691841-57-3
thymin

: 63593-03-3
1,2-O-isopropylidene-3-O-benzyl-4-hydroxymethyl-α-D-ribofuranose

: 552856-36-7
1-(2,5-di-O-acetyl-4-C-acetyloxymethyl-3-O-benzyl-β-D-erythro-pentofuranosyl)thymine

Guidance literature:: acetic anhydride; 1,2-O-isopropylidene-3-O-benzyl-4-hydroxymethyl-α-D-ribofuranose; With sulfuric acid; In water; acetic acid; at 0 - 20 ℃; for 2.41667h;

thymin; With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 0 - 80 ℃; for 5h; Heating / reflux;

Reference yield: 91.0%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 65-71-4,28806-14-6,691841-57-3
thymin

: 552856-35-6
Acetic acid (3S,4R)-4,5-diacetoxy-2-acetoxymethyl-3-benzyloxy-tetrahydro-furan-2-ylmethyl ester

: 552856-36-7
1-(2,5-di-O-acetyl-4-C-acetyloxymethyl-3-O-benzyl-β-D-erythro-pentofuranosyl)thymine

Guidance literature:: thymin; Acetic acid (3S,4R)-4,5-diacetoxy-2-acetoxymethyl-3-benzyloxy-tetrahydro-furan-2-ylmethyl ester; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; for 1.5h; Heating / reflux;

trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 0 - 80 ℃; for 3.5h;

Reference yield: 91.0%

: 65-71-4,28806-14-6,691841-57-3
thymin

: 552856-35-6
Acetic acid (3S,4R)-4,5-diacetoxy-2-acetoxymethyl-3-benzyloxy-tetrahydro-furan-2-ylmethyl ester

: 552856-36-7
1-(2,5-di-O-acetyl-4-C-acetyloxymethyl-3-O-benzyl-β-D-erythro-pentofuranosyl)thymine

Guidance literature:: thymin; Acetic acid (3S,4R)-4,5-diacetoxy-2-acetoxymethyl-3-benzyloxy-tetrahydro-furan-2-ylmethyl ester; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; for 1.5h; Heating;

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 0 - 80 ℃; for 3.5h; Further stages.;
DOI:10.1039/b208864a