3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-3'-{{6-{[(9H)-(fluoren-9-ylmethoxy)carbonyl]-amino}-1-thioxohexyl}amino}thymidine

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Chemical Name:3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-3'-{{6-{[(9H)-(fluoren-9-ylmethoxy)carbonyl]-amino}-1-thioxohexyl}amino}thymidine
CAS No.:289706-30-5
Molecular Formula:C₅₂H₅₄N₄O₈S
Molecular Weight:895.089
Hs Code.:

Synonyms:3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-3'-{{6-{[(9H)-(fluoren-9-ylmethoxy)carbonyl]-amino}-1-thioxohexyl}amino}thymidine

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Chemical Property of 3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-3'-{{6-{[(9H)-(fluoren-9-ylmethoxy)carbonyl]-amino}-1-thioxohexyl}amino}thymidine

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Technology Process of 3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-3'-{{6-{[(9H)-(fluoren-9-ylmethoxy)carbonyl]-amino}-1-thioxohexyl}amino}thymidine

There total 6 articles about 3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-3'-{{6-{[(9H)-(fluoren-9-ylmethoxy)carbonyl]-amino}-1-thioxohexyl}amino}thymidine 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: 50.0%

: 289706-29-2
3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-3'-{{6-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-1-oxohexyl}amino}thymidine

: 289706-30-5
3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-3'-{{6-{[(9H)-(fluoren-9-ylmethoxy)carbonyl]-amino}-1-thioxohexyl}amino}thymidine

Guidance literature:: With Lawessons reagent; pyridine; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1002/1522-2675(20000607)83:6<1268::AID-HLCA1268>3.0.CO;2-S

Reference yield:

: 126441-74-5
3’-azido-5’-O-(4,4’-dimethoxytrityl)-3’-deoxythymidine

: 289706-30-5
3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-3'-{{6-{[(9H)-(fluoren-9-ylmethoxy)carbonyl]-amino}-1-thioxohexyl}amino}thymidine

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / H₂ / PtO₂*H₂O / methanol / 50 °C

2: 37 percent / iPr₂NEt; N,N,N',N'-tetramethyl-O-succinimidouronium tetrafluoroborate / dimethylformamide; dioxane; H₂O / 0.5 h / 20 °C

3: 50 percent / Lawesson's reagent; pyridine / tetrahydrofuran / 3 h / 20 °C

With Lawessons reagent; pyridine; hydrogen; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; platinum(IV) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; 1: Catalytic hydrogenation / 2: Acylation / 3: thionation;
DOI:10.1002/1522-2675(20000607)83:6<1268::AID-HLCA1268>3.0.CO;2-S

Reference yield:

: 102774-86-7
9-fluorenylmethyl N-succinimidyl carbonate

: 289706-30-5
3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-3'-{{6-{[(9H)-(fluoren-9-ylmethoxy)carbonyl]-amino}-1-thioxohexyl}amino}thymidine

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / NaHCO₃ / H₂O; acetone / 3 h

2: 37 percent / iPr₂NEt; N,N,N',N'-tetramethyl-O-succinimidouronium tetrafluoroborate / dimethylformamide; dioxane; H₂O / 0.5 h / 20 °C

3: 50 percent / Lawesson's reagent; pyridine / tetrahydrofuran / 3 h / 20 °C

With Lawessons reagent; pyridine; sodium hydrogencarbonate; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; acetone; 1: Acylation / 2: Acylation / 3: thionation;
DOI:10.1002/1522-2675(20000607)83:6<1268::AID-HLCA1268>3.0.CO;2-S