N⁴-triisopropylbenzenesulphonyloxy-5-hydroxymethyl-2',3'-O-isopropylidenecytidine

Base Information

• Chemical Name: N⁴-triisopropylbenzenesulphonyloxy-5-hydroxymethyl-2',3'-O-isopropylidenecytidine
• CAS No.: 156214-51-6
• Molecular Formula: C₂₈H₄₁N₃O₉S
• Molecular Weight: 595.714

Synonyms:N⁴-triisopropylbenzenesulphonyloxy-5-hydroxymethyl-2',3'-O-isopropylidenecytidine

Chemical Property of N⁴-triisopropylbenzenesulphonyloxy-5-hydroxymethyl-2',3'-O-isopropylidenecytidine

Chemical Property:

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Technology Process of N⁴-triisopropylbenzenesulphonyloxy-5-hydroxymethyl-2',3'-O-isopropylidenecytidine

There total 5 articles about N⁴-triisopropylbenzenesulphonyloxy-5-hydroxymethyl-2',3'-O-isopropylidenecytidine 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: 92.0%

N4-triisopropylbenzenesulphonyloxy-5'-O-t-butyldimethylsilyl-2',3'-O-isopropylidene-5-t-butyldimethylsilyloxymethylcytidine (156214-50-5) → N4-triisopropylbenzenesulphonyloxy-5-hydroxymethyl-2',3'-O-isopropylidenecytidine (156214-51-6)

Guidance literature:

With ammonium fluoride; In ethanol; at 50 ℃; for 6h;

DOI:10.1080/15257779408013272

Reference yield:

5'-O-t-butyldimethylsilyl-2',3'-O-isopropylidene-5-t-butyldimethylsilyloxymethyluridine (156214-47-0) → N4-triisopropylbenzenesulphonyloxy-5-hydroxymethyl-2',3'-O-isopropylidenecytidine (156214-51-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / phosphoryl chloride, triethylamine / acetonitrile / 6 h / Ambient temperature

2: 90 percent / hydroxylamine hydrochloride / pyridine / Ambient temperature

3: 73 percent / pyridine / Ambient temperature

4: 92 percent / ammonium fluoride / ethanol / 6 h / 50 °C

With ammonium fluoride; hydroxylamine hydrochloride; triethylamine; trichlorophosphate; In pyridine; ethanol; acetonitrile;

DOI:10.1080/15257779408013272

Reference yield:

N4-hydroxy-5'-O-t-butyldimethylsilyl-2',3'-O-isopropylidene-5-t-butyldimethylsilyloxymethylcytidine (156214-49-2) → N4-triisopropylbenzenesulphonyloxy-5-hydroxymethyl-2',3'-O-isopropylidenecytidine (156214-51-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / pyridine / Ambient temperature

2: 92 percent / ammonium fluoride / ethanol / 6 h / 50 °C

With ammonium fluoride; In pyridine; ethanol;

DOI:10.1080/15257779408013272

upstream raw materials:

N⁴-triisopropylbenzenesulphonyloxy-5'-O-t-butyldimethylsilyl-2',3'-O-isopropylidene-5-t-butyldimethylsilyloxymethylcytidine

5'-O-t-butyldimethylsilyl-2',3'-O-isopropylidene-5-t-butyldimethylsilyloxymethyluridine

N⁴-hydroxy-5'-O-t-butyldimethylsilyl-2',3'-O-isopropylidene-5-t-butyldimethylsilyloxymethylcytidine

1-(5-O-t-butyldimethylsilyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-4-(1,2,4-triazolo)-5-t-butyldimethylsilyloxymethylpyrimid-2-one

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