2'-deoxy-3'-de(phosphinicooxy)-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylenesulfonylmethylene-(3'->5')-2',5'-dideoxythymidine

Base Information

Chemical Name:2'-deoxy-3'-de(phosphinicooxy)-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylenesulfonylmethylene-(3'->5')-2',5'-dideoxythymidine
CAS No.:452304-75-5
Molecular Formula:C₄₃H₄₈N₄O₁₂S
Molecular Weight:844.94
Hs Code.:

Synonyms:2'-deoxy-3'-de(phosphinicooxy)-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylenesulfonylmethylene-(3'->5')-2',5'-dideoxythymidine

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Chemical Property of 2'-deoxy-3'-de(phosphinicooxy)-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylenesulfonylmethylene-(3'->5')-2',5'-dideoxythymidine

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Technology Process of 2'-deoxy-3'-de(phosphinicooxy)-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylenesulfonylmethylene-(3'->5')-2',5'-dideoxythymidine

There total 5 articles about 2'-deoxy-3'-de(phosphinicooxy)-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylenesulfonylmethylene-(3'->5')-2',5'-dideoxythymidine 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: 99.0%

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

: 452304-74-4
2'-deoxy-3'-de(phosphinicooxy)thymidylylmethylenesulfonylmethylene-(3'->5')-2',5'-dideoxythymidine

: 452304-75-5
2'-deoxy-3'-de(phosphinicooxy)-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylenesulfonylmethylene-(3'->5')-2',5'-dideoxythymidine

Guidance literature:: With dmap; triethylamine; In pyridine; at 20 ℃; for 2h;
DOI:10.1002/1522-2675(200209)85:9<2777::AID-HLCA2777>3.0.CO;2-1

Reference yield:

: 146557-69-9
1-[5-(tert-butyldiphenylsilyl)-2,3-dideoxy-3-C-(formyl)-β-D-erythro-pentofuranosyl]thymine

: 452304-75-5
2'-deoxy-3'-de(phosphinicooxy)-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylenesulfonylmethylene-(3'->5')-2',5'-dideoxythymidine

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / NaBH₄ / ethanol / 2 h / 20 °C

2: 62 percent / PPh₃; DIAD / tetrahydrofuran / 2 h / 0 - 20 °C

3: 88 percent / aq. NaOH / tetrahydrofuran; methanol / 1 h / 0 °C

4: Cs₂CO₃ / tetrahydrofuran; dimethylformamide / 20 °C

5: 148 mg / Oxone; AcONa / tetrahydrofuran; methanol; H₂O / 1.5 h / 20 °C

6: 84 percent / HF / pyridine / 20 h / 20 °C

7: 99 percent / Et₃N; DMAP / pyridine / 2 h / 20 °C

With dmap; Oxone; sodium hydroxide; sodium tetrahydroborate; di-isopropyl azodicarboxylate; hydrogen fluoride; sodium acetate; caesium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; pyridine; methanol; ethanol; water; N,N-dimethyl-formamide; 2: Mitsunobu reaction;
DOI:10.1002/1522-2675(200209)85:9<2777::AID-HLCA2777>3.0.CO;2-1

Reference yield:

: 146557-80-4
1-{(3'R,4'S)-5'-O-[(tert-butyl)diphenylsilyl]-2',3'-dideoxy-3'-C-(hydroxymethyl)-β-pentofuranosyl}thymine

: 452304-75-5
2'-deoxy-3'-de(phosphinicooxy)-5'-O-(4,4'-dimethoxytrityl)thymidylylmethylenesulfonylmethylene-(3'->5')-2',5'-dideoxythymidine

Guidance literature:: Multi-step reaction with 6 steps

1: 62 percent / PPh₃; DIAD / tetrahydrofuran / 2 h / 0 - 20 °C

2: 88 percent / aq. NaOH / tetrahydrofuran; methanol / 1 h / 0 °C

3: Cs₂CO₃ / tetrahydrofuran; dimethylformamide / 20 °C

4: 148 mg / Oxone; AcONa / tetrahydrofuran; methanol; H₂O / 1.5 h / 20 °C

5: 84 percent / HF / pyridine / 20 h / 20 °C

6: 99 percent / Et₃N; DMAP / pyridine / 2 h / 20 °C

With dmap; Oxone; sodium hydroxide; di-isopropyl azodicarboxylate; hydrogen fluoride; sodium acetate; caesium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; pyridine; methanol; water; N,N-dimethyl-formamide; 1: Mitsunobu reaction;
DOI:10.1002/1522-2675(200209)85:9<2777::AID-HLCA2777>3.0.CO;2-1