(1S,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane

Base Information

Chemical Name:(1S,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane
CAS No.:221229-74-9
Molecular Formula:C₁₇H₁₇N₃O₆
Molecular Weight:359.338
Hs Code.:

Synonyms:(1S,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane

Suppliers and Price of (1S,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane

Chemical Property:

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

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Hazard Codes:

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Technology Process of (1S,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane

There total 18 articles about (1S,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane 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: 93.0%

: 93-97-0
benzoic acid anhydride

: 206055-69-8
4-amino-1-[(1S,3R,4R,7S)-7-hydroxy-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl]-1,2-dihydropyrimidin-2-one

: 221229-74-9
(1S,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: benzoic acid anhydride; 4-amino-1-[(1S,3R,4R,7S)-7-hydroxy-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl]-1,2-dihydropyrimidin-2-one; With pyridine;

With sodium hydroxide; In ethanol; for 1h; Further stages.;
DOI:10.1021/jo010732p

Reference yield: 25.0%

: 293751-21-0
C₁₇H₁₇N₃O₆

: 98-88-4
benzoyl chloride

: 221229-74-9
(1S,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: C₁₇H₁₇N₃O₆; benzoyl chloride; With pyridine; at 20 ℃; for 1h;

With methanol; sodium hydroxide; water; at 0 - 5 ℃; for 0.333333h;

Reference yield:

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

: 221229-74-9
(1S,3R,4R,7S)-3-(4-N-benzoylcytosin-1-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane

Guidance literature:: Multi-step reaction with 7 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: 82 percent / trimethylsilyl triflate / acetonitrile / 3 h / Heating

4.1: 87 percent / aq. NaOH / tetrahydrofuran; methanol / 1 h

5.1: 93 percent / dimethylformamide / 5 h / 100 °C

6.1: 77 percent / HCO₂NH₂ / Pd(OH)2/C / methanol / 1 h / Heating

7.1: pyridine

7.2: 93 percent / aq. NaOH / ethanol / 1 h

With pyridine; sodium hydroxide; N,O-bis-(trimethylsilyl)-acetamide; sulfuric acid; palladium dihydroxide; In tetrahydrofuran; methanol; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo010732p