(2R,3R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(2-isobutyramido-4-methoxy-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3-yl-4-nitrobenzoate

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Chemical Name:(2R,3R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(2-isobutyramido-4-methoxy-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3-yl-4-nitrobenzoate
CAS No.:1418009-09-2
Molecular Formula:C₂₉H₃₉N₅O₈Si
Molecular Weight:613.743
Hs Code.:

(2R,3R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(2-isobutyramido-4-methoxy-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3-yl-4-nitrobenzoate

Synonyms:(2R,3R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(2-isobutyramido-4-methoxy-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3-yl-4-nitrobenzoate

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Chemical Property of (2R,3R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(2-isobutyramido-4-methoxy-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3-yl-4-nitrobenzoate

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Technology Process of (2R,3R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(2-isobutyramido-4-methoxy-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3-yl-4-nitrobenzoate

There total 3 articles about (2R,3R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(2-isobutyramido-4-methoxy-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3-yl-4-nitrobenzoate 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: 85.0%

: 1418009-08-1
5’-O-(tert-butyldimethylsilyl)-N²-isobutyryl-7-deaza-6-methoxy-2’-deoxyguanosine

: 62-23-7
4-nitro-benzoic acid

: 1418009-09-2
(2R,3R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(2-isobutyramido-4-methoxy-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3-yl-4-nitrobenzoate

Guidance literature:: 5’-O-(tert-butyldimethylsilyl)-N²-isobutyryl-7-deaza-6-methoxy-2’-deoxyguanosine; With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 0.333333h;

4-nitro-benzoic acid; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1021/ja311164j

Reference yield:

: 86392-74-7
2-amino-9-(2'-deoxy-β-D-erythro-pentofuranosyl)-6-methoxyl-7H-pyrrolo[2,3-d]pyrimidine

: 1418009-09-2
(2R,3R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(2-isobutyramido-4-methoxy-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3-yl-4-nitrobenzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine; chloro-trimethyl-silane / 0.75 h / 20 °C / Cooling with ice

1.2: 4 h / 20 °C / Inert atmosphere

1.3: 0.5 h

2.1: 1H-imidazole / N,N-dimethyl-formamide / 20 h / 20 °C

3.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0.33 h / 20 °C

3.2: 4 h / 20 °C

With pyridine; 1H-imidazole; chloro-trimethyl-silane; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja311164j

Reference yield:

: 121150-07-0
7-(2'-deoxy-β-D-erythro-pentofuranosyl)-2-isobutyrylamino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine

: 1418009-09-2
(2R,3R,5R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(2-isobutyramido-4-methoxy-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3-yl-4-nitrobenzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 20 h / 20 °C

2.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0.33 h / 20 °C

2.2: 4 h / 20 °C

With 1H-imidazole; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja311164j