N-benzoyl-1-(2',3'-di-O-acetyl-β-D-arabinofuranosyl-5'-monophosphate-1-dodecylthio-2-decyloxypropyl)cytidine

Base Information

Chemical Name:N-benzoyl-1-(2',3'-di-O-acetyl-β-D-arabinofuranosyl-5'-monophosphate-1-dodecylthio-2-decyloxypropyl)cytidine
CAS No.:608122-28-7
Molecular Formula:C₄₅H₇₂N₃O₁₂PS
Molecular Weight:910.119
Hs Code.:

Synonyms:N-benzoyl-1-(2',3'-di-O-acetyl-β-D-arabinofuranosyl-5'-monophosphate-1-dodecylthio-2-decyloxypropyl)cytidine

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Chemical Property of N-benzoyl-1-(2',3'-di-O-acetyl-β-D-arabinofuranosyl-5'-monophosphate-1-dodecylthio-2-decyloxypropyl)cytidine

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Technology Process of N-benzoyl-1-(2',3'-di-O-acetyl-β-D-arabinofuranosyl-5'-monophosphate-1-dodecylthio-2-decyloxypropyl)cytidine

There total 11 articles about N-benzoyl-1-(2',3'-di-O-acetyl-β-D-arabinofuranosyl-5'-monophosphate-1-dodecylthio-2-decyloxypropyl)cytidine 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: 50.0%

: 332863-97-5
N-benzoyl-1-(2',3'-di-O-acetyl-β-D-arabinofuranosyl)cytidine

: 153952-84-2
1-dodecylthio-2-decyloxypropyl-3-phosphatidic acid

: 608122-28-7
N-benzoyl-1-(2',3'-di-O-acetyl-β-D-arabinofuranosyl-5'-monophosphate-1-dodecylthio-2-decyloxypropyl)cytidine

Guidance literature:: With pyridine; 2,4,6-triisopropylphenylsulfonyl chloride; at 40 - 50 ℃; for 24h;
DOI:10.1021/jm020571x

Reference yield:

: 18023-86-4
1-n-dodecylthio-2,3-propanediol

: 608122-28-7
N-benzoyl-1-(2',3'-di-O-acetyl-β-D-arabinofuranosyl-5'-monophosphate-1-dodecylthio-2-decyloxypropyl)cytidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 63.5 percent / pyridine / 7 h / 70 - 72 °C

2.1: NaH / tetrahydrofuran / cooling

2.2: 57.5 percent / tetrahydrofuran / 14 h / 0 - 68 °C

3.1: 80 percent / p-TsOH / CH₂Cl₂; methanol / 24 h / 20 °C

4.1: POCl₃; pyridine / tetrahydrofuran / 5 h

5.1: 50 percent / 2,4,6-triisopropylbenzenesulfonyl chloride; pyridine / 24 h / 40 - 50 °C

With pyridine; 2,4,6-triisopropylphenylsulfonyl chloride; sodium hydride; toluene-4-sulfonic acid; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm020571x

Reference yield:

: 143-15-7
1-dodecylbromide

: 608122-28-7
N-benzoyl-1-(2',3'-di-O-acetyl-β-D-arabinofuranosyl-5'-monophosphate-1-dodecylthio-2-decyloxypropyl)cytidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: KOH / ethanol / 0.5 h / 20 °C

1.2: 67.2 percent / ethanol / 24 h

2.1: 63.5 percent / pyridine / 7 h / 70 - 72 °C

3.1: NaH / tetrahydrofuran / cooling

3.2: 57.5 percent / tetrahydrofuran / 14 h / 0 - 68 °C

4.1: 80 percent / p-TsOH / CH₂Cl₂; methanol / 24 h / 20 °C

5.1: POCl₃; pyridine / tetrahydrofuran / 5 h

6.1: 50 percent / 2,4,6-triisopropylbenzenesulfonyl chloride; pyridine / 24 h / 40 - 50 °C

With pyridine; potassium hydroxide; 2,4,6-triisopropylphenylsulfonyl chloride; sodium hydride; toluene-4-sulfonic acid; trichlorophosphate; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1021/jm020571x