3'-de(oxyphosphinico)-3'-[methylene(methylimino)]-5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-2'-O-methyl-5-methyluridine

Base Information

Chemical Name:3'-de(oxyphosphinico)-3'-[methylene(methylimino)]-5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-2'-O-methyl-5-methyluridine
CAS No.:183737-17-9
Molecular Formula:C₄₅H₅₃N₅O₁₃
Molecular Weight:871.942
Hs Code.:

3'-de(oxyphosphinico)-3'-[methylene(methylimino)]-5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-2'-O-methyl-5-methyluridine

Synonyms:3'-de(oxyphosphinico)-3'-[methylene(methylimino)]-5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-2'-O-methyl-5-methyluridine

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Chemical Property of 3'-de(oxyphosphinico)-3'-[methylene(methylimino)]-5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-2'-O-methyl-5-methyluridine

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Technology Process of 3'-de(oxyphosphinico)-3'-[methylene(methylimino)]-5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-2'-O-methyl-5-methyluridine

There total 20 articles about 3'-de(oxyphosphinico)-3'-[methylene(methylimino)]-5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-2'-O-methyl-5-methyluridine 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: 79.0%

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

: 183737-15-7
3'-de(oxyphosphinico)-3'-[methylene(methylimino)]-2'-O-methyl-5-methyluridylyl-(3'->5')-2'-O-methyl-5-methyluridine

: 183737-17-9
3'-de(oxyphosphinico)-3'-[methylene(methylimino)]-5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-2'-O-methyl-5-methyluridine

Guidance literature:: With pyridine; dmap; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1081/NCN-120028337

Reference yield: 74.0%

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

: 3'-de(oxyphosphinico)-3'-[methylene(methylimino)]-2-N-isobutyryl-2'-O-methylguanosylyl-(3'->5')-3'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridine

: 183737-18-0
3'-de(oxyphosphinico)-3'-[methylene(methylimino)]-5'-O-(4,4'-dimethoxytriphenylmethyl)-2-N-isobutyryl-2'-O-methylguanosylyl-(3'->5')-3'-O-(tert-butyldiphenylsilyl)-2'-O-methyl-5-methyluridine

: 183737-17-9
3'-de(oxyphosphinico)-3'-[methylene(methylimino)]-5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-2'-O-methyl-5-methyluridine

Guidance literature:: With dmap; In pyridine; Yields of byproduct given;
DOI:10.1021/jo961549c

Reference yield:

: 1-[(2R,3R,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

: 183737-17-9
3'-de(oxyphosphinico)-3'-[methylene(methylimino)]-5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-methyl-5-methyluridylyl-(3'->5')-2'-O-methyl-5-methyluridine

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) pyridine / 1) CH₂Cl₂, -10 deg C, 75 min; 2) CH₂Cl₂, pyridine, -10 deg C, 2.5 h

2: Bu₄NI / xylene / 0.5 h / 140 °C

3: 84 percent / bis(trimethylstannyl)benzopinacolate / benzene / 80 °C

4: 70 percent / NaBH₃CN / acetic acid / 1 h / Ambient temperature

5: 86 percent / Et₃N*3HF, Et₃N / tetrahydrofuran / Ambient temperature

6: pyridine / 0 - 22 °C

With pyridine; tetra-(n-butyl)ammonium iodide; sodium cyanoborohydride; Bis-(trimethylzinn)-benzpinakolat; triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; acetic acid; xylene; benzene;
DOI:10.1021/jo961549c