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

Base Information

• Chemical Name: N⁴-triisopropylbenzenesulphonyloxy-5'-O-t-butyldimethylsilyl-2',3'-O-isopropylidene-5-t-butyldimethylsilyloxymethylcytidine
• CAS No.: 156214-50-5
• Molecular Formula: C₄₀H₆₉N₃O₉SSi₂
• Molecular Weight: 824.24

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

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

Chemical Property:

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

There total 5 articles about N⁴-triisopropylbenzenesulphonyloxy-5'-O-t-butyldimethylsilyl-2',3'-O-isopropylidene-5-t-butyldimethylsilyloxymethylcytidine 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: 73.0%

2,4,6-triisopropylphenylsulfonyl chloride (6553-96-4) + N4-hydroxy-5'-O-t-butyldimethylsilyl-2',3'-O-isopropylidene-5-t-butyldimethylsilyloxymethylcytidine (156214-49-2) → N4-triisopropylbenzenesulphonyloxy-5'-O-t-butyldimethylsilyl-2',3'-O-isopropylidene-5-t-butyldimethylsilyloxymethylcytidine (156214-50-5)

Guidance literature:

In pyridine; Ambient temperature;

DOI:10.1080/15257779408013272

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → N4-triisopropylbenzenesulphonyloxy-5'-O-t-butyldimethylsilyl-2',3'-O-isopropylidene-5-t-butyldimethylsilyloxymethylcytidine (156214-50-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 79 percent / pyridine / Ambient temperature

2: 78 percent / phosphoryl chloride, triethylamine / acetonitrile / 6 h / Ambient temperature

3: 90 percent / hydroxylamine hydrochloride / pyridine / Ambient temperature

4: 73 percent / pyridine / Ambient temperature

With hydroxylamine hydrochloride; triethylamine; trichlorophosphate; In pyridine; acetonitrile;

DOI:10.1080/15257779408013272

Reference yield:

5'-O-t-butyldimethylsilyl-2',3'-O-isopropylidene-5-t-butyldimethylsilyloxymethyluridine (156214-47-0) → N4-triisopropylbenzenesulphonyloxy-5'-O-t-butyldimethylsilyl-2',3'-O-isopropylidene-5-t-butyldimethylsilyloxymethylcytidine (156214-50-5)

Guidance literature:

Multi-step reaction with 3 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

With hydroxylamine hydrochloride; triethylamine; trichlorophosphate; In pyridine; acetonitrile;

DOI:10.1080/15257779408013272

upstream raw materials:

2,4,6-triisopropylphenylsulfonyl chloride

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

tert-butyldimethylsilyl chloride

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

Downstream raw materials:

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

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