3'-O-benzyl-5'-O-tert-butyldiphenylsilyl-5-methyl-2'-O,4'-C-(methylenoxymethylene)uridine

Base Information

Chemical Name:3'-O-benzyl-5'-O-tert-butyldiphenylsilyl-5-methyl-2'-O,4'-C-(methylenoxymethylene)uridine
CAS No.:519056-23-6
Molecular Formula:C₃₅H₄₀N₂O₇Si
Molecular Weight:628.797
Hs Code.:

Synonyms:3'-O-benzyl-5'-O-tert-butyldiphenylsilyl-5-methyl-2'-O,4'-C-(methylenoxymethylene)uridine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3'-O-benzyl-5'-O-tert-butyldiphenylsilyl-5-methyl-2'-O,4'-C-(methylenoxymethylene)uridine

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Technology Process of 3'-O-benzyl-5'-O-tert-butyldiphenylsilyl-5-methyl-2'-O,4'-C-(methylenoxymethylene)uridine

There total 5 articles about 3'-O-benzyl-5'-O-tert-butyldiphenylsilyl-5-methyl-2'-O,4'-C-(methylenoxymethylene)uridine 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: 81.0%

: 519056-22-5
3'-O-benzyl-5'-O-tert-butyldiphenylsilyl-4'-C-hydroxymethyl-5-methyluridine

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 519056-23-6
3'-O-benzyl-5'-O-tert-butyldiphenylsilyl-5-methyl-2'-O,4'-C-(methylenoxymethylene)uridine

Guidance literature:: With toluene-4-sulfonic acid; In 1,2-dichloro-ethane; for 3h; Heating;
DOI:10.1016/j.bmc.2005.09.020

Reference yield:

: 583829-86-1
4-C-acetoxymethyl-1,2-di-O-acetyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-D-erythro-pentofuranose

: 519056-23-6
3'-O-benzyl-5'-O-tert-butyldiphenylsilyl-5-methyl-2'-O,4'-C-(methylenoxymethylene)uridine

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / N,O-bis(trimethylsilyl)acetamide; TMSOTf / acetonitrile / 1 h / Heating

2: 90 percent / K₂CO₃ / methanol / 4 h / 20 °C

3: 81 percent / TsOH*H₂O / 1,2-dichloro-ethane / 3 h / Heating

With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; potassium carbonate; toluene-4-sulfonic acid; In methanol; 1,2-dichloro-ethane; acetonitrile; 1: Vorbrueggen reaction;
DOI:10.1016/j.bmc.2005.09.020

Reference yield:

: 519056-21-4
4'-C-acetoxymethyl-2'-O-acetyl-3'-O-benzyl-5'-O-tert-butyldiphenylsilyl-5-methyluridine

: 519056-23-6
3'-O-benzyl-5'-O-tert-butyldiphenylsilyl-5-methyl-2'-O,4'-C-(methylenoxymethylene)uridine

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / K₂CO₃ / methanol / 4 h / 20 °C

2: 81 percent / TsOH*H₂O / 1,2-dichloro-ethane / 3 h / Heating

With potassium carbonate; toluene-4-sulfonic acid; In methanol; 1,2-dichloro-ethane;
DOI:10.1016/j.bmc.2005.09.020