3-amino-5-(6-(3-iodobenzylamino)purin-9-yl)-4-t-butyldimethylsiloxy-tetrahydro-furan-2-carboxylic acid methyl amide

Base Information

Chemical Name:3-amino-5-(6-(3-iodobenzylamino)purin-9-yl)-4-t-butyldimethylsiloxy-tetrahydro-furan-2-carboxylic acid methyl amide
CAS No.:786666-07-7
Molecular Formula:C₂₄H₃₄IN₇O₃Si
Molecular Weight:623.569
Hs Code.:

Synonyms:3-amino-5-(6-(3-iodobenzylamino)purin-9-yl)-4-t-butyldimethylsiloxy-tetrahydro-furan-2-carboxylic acid methyl amide

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Chemical Property of 3-amino-5-(6-(3-iodobenzylamino)purin-9-yl)-4-t-butyldimethylsiloxy-tetrahydro-furan-2-carboxylic acid methyl amide

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Technology Process of 3-amino-5-(6-(3-iodobenzylamino)purin-9-yl)-4-t-butyldimethylsiloxy-tetrahydro-furan-2-carboxylic acid methyl amide

There total 15 articles about 3-amino-5-(6-(3-iodobenzylamino)purin-9-yl)-4-t-butyldimethylsiloxy-tetrahydro-furan-2-carboxylic acid methyl amide 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: 94.0%

: 786666-03-3
3-azido-5-(6-(3-iodobenzylamino)purin-9-yl)-4-t-butyldimethylsiloxy-tetrahydro-furan-2-carboxylic acid methyl amide

: 786666-07-7
3-amino-5-(6-(3-iodobenzylamino)purin-9-yl)-4-t-butyldimethylsiloxy-tetrahydro-furan-2-carboxylic acid methyl amide

Guidance literature:: With ammonium hydroxide; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 18h;
DOI:10.1016/j.bmcl.2004.07.042

Reference yield:

: 55951-93-4
1,2:5,6-di-O-isopropylidene-3-O-triflyl-α-D-glucofuranose

: 786666-07-7
3-amino-5-(6-(3-iodobenzylamino)purin-9-yl)-4-t-butyldimethylsiloxy-tetrahydro-furan-2-carboxylic acid methyl amide

Guidance literature:: Multi-step reaction with 10 steps

1.1: 1.45 g / sodium azide / dimethylformamide / 48 h / 20 °C

2.1: aq. AcOH / 1.5 h / 55 °C

3.1: NaIO₄; ruthenium trichloride hydrate / acetonitrile; CCl₄; H₂O / 4 h / 20 °C

4.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 16 h / 20 °C

5.1: 772 mg / tetrahydrofuran; CH₂Cl₂ / 3 h / 0 °C

6.1: 82 percent / AcOH; H₂SO₄ / 18 h / 20 °C

7.1: HMDS; ammonium sulfate / 16 h / Heating

7.2: 73 percent / TMSOTf / 1,2-dichloro-ethane / 2.33 h / 20 - 60 °C

8.1: Et₃N / ethanol / 18 h / 50 °C

8.2: 89 percent / NaOMe / methanol / 2 h / 20 °C

9.1: 71 percent / imidazole / dimethylformamide / 24 h / 20 °C

10.1: triphenylphosphine / tetrahydrofuran / 0.5 h / 0 °C

10.2: 94 percent / aq. NH₄OH / tetrahydrofuran / 20 °C

With 1H-imidazole; ruthenium trichloride; ammonium sulfate; sodium periodate; sodium azide; oxalyl dichloride; sulfuric acid; acetic acid; triethylamine; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm050968b

Reference yield:

: 86945-40-6
3-azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranuronic acid

: 786666-07-7
3-amino-5-(6-(3-iodobenzylamino)purin-9-yl)-4-t-butyldimethylsiloxy-tetrahydro-furan-2-carboxylic acid methyl amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 16 h / 20 °C

2.1: 772 mg / tetrahydrofuran; CH₂Cl₂ / 3 h / 0 °C

3.1: 82 percent / AcOH; H₂SO₄ / 18 h / 20 °C

4.1: HMDS; ammonium sulfate / 16 h / Heating

4.2: 73 percent / TMSOTf / 1,2-dichloro-ethane / 2.33 h / 20 - 60 °C

5.1: Et₃N / ethanol / 18 h / 50 °C

5.2: 89 percent / NaOMe / methanol / 2 h / 20 °C

6.1: 71 percent / imidazole / dimethylformamide / 24 h / 20 °C

7.1: triphenylphosphine / tetrahydrofuran / 0.5 h / 0 °C

7.2: 94 percent / aq. NH₄OH / tetrahydrofuran / 20 °C

With 1H-imidazole; ammonium sulfate; oxalyl dichloride; sulfuric acid; acetic acid; triethylamine; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm050968b