(3'S,5'R)-N4-benzoyl-1-(2'-O-tert-butydimethylsilyl-3',5'-O-dibenzyl-3',5'-ethano-β-D-ribofuranosyl)cytidine

Base Information

Chemical Name:(3'S,5'R)-N4-benzoyl-1-(2'-O-tert-butydimethylsilyl-3',5'-O-dibenzyl-3',5'-ethano-β-D-ribofuranosyl)cytidine
CAS No.:1370411-77-0
Molecular Formula:C₃₈H₄₅N₃O₆Si
Molecular Weight:667.877
Hs Code.:

Synonyms:(3'S,5'R)-N4-benzoyl-1-(2'-O-tert-butydimethylsilyl-3',5'-O-dibenzyl-3',5'-ethano-β-D-ribofuranosyl)cytidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3'S,5'R)-N4-benzoyl-1-(2'-O-tert-butydimethylsilyl-3',5'-O-dibenzyl-3',5'-ethano-β-D-ribofuranosyl)cytidine

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Technology Process of (3'S,5'R)-N4-benzoyl-1-(2'-O-tert-butydimethylsilyl-3',5'-O-dibenzyl-3',5'-ethano-β-D-ribofuranosyl)cytidine

There total 4 articles about (3'S,5'R)-N4-benzoyl-1-(2'-O-tert-butydimethylsilyl-3',5'-O-dibenzyl-3',5'-ethano-β-D-ribofuranosyl)cytidine 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: 71.0%

: 1370411-75-8
(3'S,5'R)-N4-benzoyl-1-(2'-hydroxy-3',5'-O-dibenzyl-3',5'-ethano-β-D-ribofuranosyl)cytidine

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1370411-77-0
(3'S,5'R)-N4-benzoyl-1-(2'-O-tert-butydimethylsilyl-3',5'-O-dibenzyl-3',5'-ethano-β-D-ribofuranosyl)cytidine

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 24h; Inert atmosphere;
DOI:10.1021/jo300554w

Reference yield:

: 26661-13-2
4-N-benzoylcytosine

: 1370411-77-0
(3'S,5'R)-N4-benzoyl-1-(2'-O-tert-butydimethylsilyl-3',5'-O-dibenzyl-3',5'-ethano-β-D-ribofuranosyl)cytidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 1 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: sodium hydroxide / tetrahydrofuran; methanol; water / 0.75 h / 0 °C / Inert atmosphere

2.2: 0.17 h / 20 °C

3.1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; N,O-bis-(trimethylsilyl)-acetamide; sodium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo300554w

Reference yield:

: C₂₁H₂₄O₅

: 1370411-77-0
(3'S,5'R)-N4-benzoyl-1-(2'-O-tert-butydimethylsilyl-3',5'-O-dibenzyl-3',5'-ethano-β-D-ribofuranosyl)cytidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / 16 h / 20 °C / Inert atmosphere

2.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 1 h / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: sodium hydroxide / tetrahydrofuran; methanol; water / 0.75 h / 0 °C / Inert atmosphere

3.2: 0.17 h / 20 °C

4.1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 0 - 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; N,O-bis-(trimethylsilyl)-acetamide; sodium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo300554w