5'-{3-[(3'R)-5'-(4,4'-Dimethoxytrityl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-deoxythymidine

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Chemical Name:5'-{3-[(3'R)-5'-(4,4'-Dimethoxytrityl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-deoxythymidine
CAS No.:155193-99-0
Molecular Formula:C₅₃H₆₅N₆O₁₂P
Molecular Weight:1009.11
Hs Code.:

Synonyms:5'-{3-[(3'R)-5'-(4,4'-Dimethoxytrityl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-deoxythymidine

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Chemical Property of 5'-{3-[(3'R)-5'-(4,4'-Dimethoxytrityl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-deoxythymidine

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Technology Process of 5'-{3-[(3'R)-5'-(4,4'-Dimethoxytrityl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-deoxythymidine

There total 22 articles about 5'-{3-[(3'R)-5'-(4,4'-Dimethoxytrityl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-deoxythymidine 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: 90.0%

: 102691-36-1
N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

: 202719-45-7
5'-{3-[(3'R)-5'-(4,4'-Dimethoxytrityl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-5'-deoxythymidine

: 155193-99-0
5'-{3-[(3'R)-5'-(4,4'-Dimethoxytrityl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-deoxythymidine

Guidance literature:: With 1H-tetrazole; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 16h;

Reference yield:

: 120232-08-8
5'-O-(tert-butyldimethylsilyl)-3'-C-allyl-2',3'-dideoxythymidine

: 155193-99-0
5'-{3-[(3'R)-5'-(4,4'-Dimethoxytrityl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-deoxythymidine

Guidance literature:: Multi-step reaction with 11 steps

1: 100 percent / (i-Pr)2NEt / CH₂Cl₂ / 16 h / Ambient temperature

2: OsO₄, H₂O / dioxane / 0.25 h

3: aq. NaIO₄ / dioxane / 16 h

4: 100 percent / 2-methylbut-2-ene, sodium chlorite, aq. NaH₂PO₄ / 2-methyl-propan-2-ol / 5 h

5: 100 percent / tetrahydrofuran / 16 h

6: 1.) n-BuLi / 1.) THF, hexane, 20 min, 2.) 20 deg C, 6 h

7: pyridine / tetrahydrofuran / 28 h / Ambient temperature

8: 60 percent / H₂ / 20percent Pd/C / methanol / 16 h

9: 95 percent / (i-Pr)2NEt, DMAP / CH₂Cl₂ / 4 h / Ambient temperature

10: 81 percent / NH₃ / methanol / 5 h / 40 °C

11: 90 percent / (i-Pr)2NEt, tetrazole / CH₂Cl₂ / 16 h

With pyridine; 1H-tetrazole; dmap; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; n-butyllithium; 2-methyl-but-2-ene; ammonia; water; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; tert-butyl alcohol;

Reference yield:

: 21090-30-2
3'-O-acetylthymidine

: 155193-99-0
5'-{3-[(3'R)-5'-(4,4'-Dimethoxytrityl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-deoxythymidine

Guidance literature:: Multi-step reaction with 7 steps

1: DCC, Cl₂CHCO₂H, DMSO / 1 h

2: pyridine / tetrahydrofuran / 28 h / Ambient temperature

3: 76 percent / H₂ / 10percent Pd/C / methanol / 18 h

4: 90 percent / aq. HF / acetonitrile / 5 h / Ambient temperature

5: 95 percent / (i-Pr)2NEt, DMAP / CH₂Cl₂ / 4 h / Ambient temperature

6: 81 percent / NH₃ / methanol / 5 h / 40 °C

7: 90 percent / (i-Pr)2NEt, tetrazole / CH₂Cl₂ / 16 h

With pyridine; 1H-tetrazole; dichloro-acetic acid; dmap; hydrogen fluoride; ammonia; hydrogen; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;