N²,O^5'-bis(triphenylmethyl)-2',3'-di-O-p-toluenesulfonyl-2',3'-secoguanosine

Base Information

• Chemical Name: N²,O^5'-bis(triphenylmethyl)-2',3'-di-O-p-toluenesulfonyl-2',3'-secoguanosine
• CAS No.: 104532-09-4
• Molecular Formula: C₆₂H₅₅N₅O₉S₂
• Molecular Weight: 1078.28

Synonyms:N²,O^5'-bis(triphenylmethyl)-2',3'-di-O-p-toluenesulfonyl-2',3'-secoguanosine

Chemical Property of N²,O^5'-bis(triphenylmethyl)-2',3'-di-O-p-toluenesulfonyl-2',3'-secoguanosine

Chemical Property:

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Technology Process of N²,O^5'-bis(triphenylmethyl)-2',3'-di-O-p-toluenesulfonyl-2',3'-secoguanosine

There total 7 articles about N²,O^5'-bis(triphenylmethyl)-2',3'-di-O-p-toluenesulfonyl-2',3'-secoguanosine 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: 82.0%

p-toluenesulfonyl chloride (98-59-9) + N2,O5'-bis(triphenylmethyl)secoguanosine (104532-08-3) → N2,O5'-bis(triphenylmethyl)-2',3'-di-O-p-toluenesulfonyl-2',3'-secoguanosine (104532-09-4)

Guidance literature:

With pyridine; for 18h; Ambient temperature;

DOI:10.1021/jm00162a005

Reference yield: 20.0%

p-toluenesulfonyl chloride (98-59-9) + N2,O5'-bis(triphenylmethyl)secoguanosine (104532-08-3) → N2,O5'-bis(triphenylmethyl)-3'-O-p-toluenesulfonyl-2',3'-secoguanosine (104548-77-8) + N2,O5'-bis(triphenylmethyl)-2'-O-p-toluenesulfonyl-2',3'-secoguanosine (104548-76-7) + N2,O5'-bis(triphenylmethyl)-2',3'-di-O-p-toluenesulfonyl-2',3'-secoguanosine (104532-09-4)

Guidance literature:

With pyridine; for 48h; Ambient temperature;

DOI:10.1021/jm00162a005

Reference yield:

trityl chloride (76-83-5) → N2,O5'-bis(triphenylmethyl)-2',3'-di-O-p-toluenesulfonyl-2',3'-secoguanosine (104532-09-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 50 percent / (dimethylamino)pyridine, triethylamine / dimethylformamide / 216 h / 50 °C

2: 9.48 g / sodium metaperiodate / methanol; H₂O / 16 h / Ambient temperature

3: NaBH₄ / ethanol / 3 h / Ambient temperature

4: 37 percent / pyridine / 48 h / Ambient temperature

With pyridine; dmap; sodium tetrahydroborate; sodium periodate; triethylamine; In methanol; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00162a005

upstream raw materials:

p-toluenesulfonyl chloride

N²,O^5'-bis(triphenylmethyl)secoguanosine

trityl chloride

G

Downstream raw materials:

9-<6(S)-<(triphenylmethoxy)methyl>-1,4-dioxacyclohexan-2(R)-yl>-N²-triphenylmethylguanine

N²,O^5'-bis(triphenylmethyl)-3'-O-methyl-2',3'-secoguanosine

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