5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine

Base Information

• Chemical Name: 5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine
• CAS No.: 1404457-34-6
• Molecular Formula: C₄₈H₃₇N₅O₆
• Molecular Weight: 779.852

Synonyms:5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine

Chemical Property of 5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine

Chemical Property:

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Technology Process of 5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine

There total 3 articles about 5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]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: 82.0%

3'-O-(tert-butyldimethylsilyl)-5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine (1404457-33-5) → 5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine (1404457-34-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jo301571s

Reference yield:

1-ethynylpyrene (34993-56-1) → 5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine (1404457-34-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; sodium L-ascorbate; copper(ll) sulfate pentahydrate / tetrahydrofuran; water / 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With pyridine; copper(ll) sulfate pentahydrate; tetrabutyl ammonium fluoride; sodium L-ascorbate; In tetrahydrofuran; water;

DOI:10.1021/jo301571s

Reference yield:

5'-(S)-C-(azidomethyl)-3'-O-(tert-butyldimethylsilyl)-5'-O-pixylthymidine (1260530-50-4) → 5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine (1404457-34-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; sodium L-ascorbate; copper(ll) sulfate pentahydrate / tetrahydrofuran; water / 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With pyridine; copper(ll) sulfate pentahydrate; tetrabutyl ammonium fluoride; sodium L-ascorbate; In tetrahydrofuran; water;

DOI:10.1021/jo301571s

upstream raw materials:

1-ethynylpyrene

3'-O-(tert-butyldimethylsilyl)-5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine

5'-(S)-C-(azidomethyl)-3'-O-(tert-butyldimethylsilyl)-5'-O-pixylthymidine

Downstream raw materials:

3'-O-(2-cyanoethoxy-N,N-diisopropylaminophosphinyl)-5'-O-pixyl-5'(S)-C-[(4-(pyren-1-yl)-1,2,3-triazol-1-yl)methyl]thymidine

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