1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-ribofuranosyl)thymine

Base Information Edit

Chemical Name:1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-ribofuranosyl)thymine
CAS No.:293751-04-9
Molecular Formula:C22H28N2O12S2
Molecular Weight:576.603
Hs Code.:
Mol file:293751-04-9.mol

Synonyms:1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-ribofuranosyl)thymine

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Chemical Property of 1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-ribofuranosyl)thymine Edit

Chemical Property:

PSA：203.12000
LogP:1.74370

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-ribofuranosyl)thymine

There total 9 articles about 1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonoxymethyl-5-O-methanesulfonyl-β-D-ribofuranosyl)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: 99.0%

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

: 293751-03-8
1,2-di-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-D-erythro-pentofuranose

: 293751-04-9
1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)thymine

Guidance literature:: thymin; 1,2-di-O-acetyl-5-O-methanesulfonyl-4-C-methanesulfonyloxymethyl-3-O-benzyl-D-erythro-pentofuranose; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; at 80 ℃; Large scale;

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 80 ℃; for 1.33333h; Large scale;

Reference yield:

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

: 293751-04-9
1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)thymine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 98 percent / pyridine / 1 h / 20 °C

2.1: 97 percent / conc. H₂SO₄ / acetic acid / 24 h / 20 °C

3.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 1 h / Heating

3.2: 88 percent / trimethylsilyl triflate / acetonitrile / 4 h / Heating

With pyridine; N,O-bis-(trimethylsilyl)-acetamide; sulfuric acid; In acetic acid; acetonitrile;
DOI:10.1021/jo010732p

Reference yield:

: 293751-01-6
3-O-benzyl-4-C-methanesulfonoxymethyl-5-methanesulfonyl-1,2-O-isopropylidene-α-D-erythro-pentofuranose

: 293751-04-9
1-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)thymine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 97 percent / conc. H₂SO₄ / acetic acid / 24 h / 20 °C

2.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 1 h / Heating

2.2: 88 percent / trimethylsilyl triflate / acetonitrile / 4 h / Heating

With N,O-bis-(trimethylsilyl)-acetamide; sulfuric acid; In acetic acid; acetonitrile;
DOI:10.1021/jo010732p