5'-O-(4,4'-dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)-5-(N-trifluoroacetyl)methylaminomethyl-2-thiouridine

Base Information

Chemical Name:5'-O-(4,4'-dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)-5-(N-trifluoroacetyl)methylaminomethyl-2-thiouridine
CAS No.:292054-01-4
Molecular Formula:C₄₀H₄₈F₃N₃O₈SSi
Molecular Weight:815.983
Hs Code.:

Synonyms:5'-O-(4,4'-dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)-5-(N-trifluoroacetyl)methylaminomethyl-2-thiouridine

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Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)-5-(N-trifluoroacetyl)methylaminomethyl-2-thiouridine

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)-5-(N-trifluoroacetyl)methylaminomethyl-2-thiouridine

There total 5 articles about 5'-O-(4,4'-dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)-5-(N-trifluoroacetyl)methylaminomethyl-2-thiouridine 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: 44.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 292053-94-2
5'-O-(4,4'-dimethoxytrityl)-5-(N-trifluoroacetyl)methylaminomethyl-2-thiouridine

: 292054-01-4
5'-O-(4,4'-dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)-5-(N-trifluoroacetyl)methylaminomethyl-2-thiouridine

: 292053-95-3
5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-5-(N-trifluoroacetyl)methylaminomethyl-2-thiouridine

Guidance literature:: With pyridine; 1H-imidazole; for 24h;
DOI:10.1021/jo000338b

Reference yield:

: 58479-74-6
2',3'-O-isopropylidene-5-chloromethyl-2-thiouridine

: 292054-01-4
5'-O-(4,4'-dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)-5-(N-trifluoroacetyl)methylaminomethyl-2-thiouridine

Guidance literature:: Multi-step reaction with 5 steps

1: 60 percent / methanol

2: 70 percent / TMS-Cl; pyridine

3: 95 percent / aq. AcOH

4: 90 percent / pyridine / 12 h

5: pyridine; imidazole / 24 h

With pyridine; 1H-imidazole; chloro-trimethyl-silane; acetic acid; In methanol; 1: Condensation / 2: Condensation / 3: Hydrolysis / 4: Condensation / 5: Condensation;
DOI:10.1021/jo000338b

Reference yield:

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 292054-01-4
5'-O-(4,4'-dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)-5-(N-trifluoroacetyl)methylaminomethyl-2-thiouridine

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / pyridine / 12 h

2: pyridine; imidazole / 24 h

With pyridine; 1H-imidazole; 1: Condensation / 2: Condensation;
DOI:10.1021/jo000338b