1-[4-amino-5-(benzyloxymethyl)-2-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethane-1,2-diol

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Chemical Name:1-[4-amino-5-(benzyloxymethyl)-2-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethane-1,2-diol
CAS No.:928841-23-0
Molecular Formula:C₁₆H₁₇ClN₄O₃
Molecular Weight:348.789
Hs Code.:

Synonyms:1-[4-amino-5-(benzyloxymethyl)-2-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethane-1,2-diol

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Chemical Property of 1-[4-amino-5-(benzyloxymethyl)-2-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethane-1,2-diol

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Technology Process of 1-[4-amino-5-(benzyloxymethyl)-2-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethane-1,2-diol

There total 8 articles about 1-[4-amino-5-(benzyloxymethyl)-2-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethane-1,2-diol 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: 45.0%

: 928841-18-3
5-(benzyloxymethyl)-2-chloro-7-ethynyl-5H-pyrrolo[3,2-d]pyrimidin-4-amine

: 928841-23-0
1-[4-amino-5-(benzyloxymethyl)-2-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethane-1,2-diol

Guidance literature:: 5-(benzyloxymethyl)-2-chloro-7-ethynyl-5H-pyrrolo[3,2-d]pyrimidin-4-amine; With dimethylsulfide borane complex; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; for 2.25h;

With sodium perborate; In tetrahydrofuran; dichloromethane; water; for 2h;
DOI:10.1016/j.tet.2006.12.008

Reference yield:

: 928840-99-7
2,4-dichloro-7-iodo-5H-pyrrolo[3,2-d]pyrimidine

: 928841-23-0
1-[4-amino-5-(benzyloxymethyl)-2-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethane-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / sodium hydride / tetrahydrofuran; dimethylformamide; various solvent(s) / 20 °C

2.1: 68 percent / ammonia / methanol / 12 h / 120 °C

3.1: 47 percent / triethylamine; copper(I) iodide / PdCl₂(PPh₃)2 / tetrahydrofuran / 2 h / 20 °C

4.1: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C

5.1: borane-dimethylsulfide complex / tetrahydrofuran; CH₂Cl₂ / 2.25 h / 0 - 20 °C

5.2: 45 percent / sodium perborate tetrahydrate / tetrahydrofuran; CH₂Cl₂; H₂O / 2 h

With copper(l) iodide; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; ammonia; sodium hydride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.12.008

Reference yield:

: 928841-01-4
5-(benzyloxymethyl)-2,4-dichloro-7-iodo-5H-pyrrolo[3,2-d]pyrimidine

: 928841-23-0
1-[4-amino-5-(benzyloxymethyl)-2-chloro-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethane-1,2-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 68 percent / ammonia / methanol / 12 h / 120 °C

2.1: 47 percent / triethylamine; copper(I) iodide / PdCl₂(PPh₃)2 / tetrahydrofuran / 2 h / 20 °C

3.1: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C

4.1: borane-dimethylsulfide complex / tetrahydrofuran; CH₂Cl₂ / 2.25 h / 0 - 20 °C

4.2: 45 percent / sodium perborate tetrahydrate / tetrahydrofuran; CH₂Cl₂; H₂O / 2 h

With copper(l) iodide; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; ammonia; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2006.12.008