1′-β-[7-(2-amino-4-benzyloxy-5-benzyloxymethyl)pyrrolo[3,2-d]pyrimidine]-2′-deoxy-ribofuranose

Base Information

Chemical Name:1′-β-[7-(2-amino-4-benzyloxy-5-benzyloxymethyl)pyrrolo[3,2-d]pyrimidine]-2′-deoxy-ribofuranose
CAS No.:1446175-24-1
Molecular Formula:C₂₆H₂₈N₄O₅
Molecular Weight:476.532
Hs Code.:

Synonyms:1′-β-[7-(2-amino-4-benzyloxy-5-benzyloxymethyl)pyrrolo[3,2-d]pyrimidine]-2′-deoxy-ribofuranose

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Chemical Property of 1′-β-[7-(2-amino-4-benzyloxy-5-benzyloxymethyl)pyrrolo[3,2-d]pyrimidine]-2′-deoxy-ribofuranose

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Technology Process of 1′-β-[7-(2-amino-4-benzyloxy-5-benzyloxymethyl)pyrrolo[3,2-d]pyrimidine]-2′-deoxy-ribofuranose

There total 6 articles about 1′-β-[7-(2-amino-4-benzyloxy-5-benzyloxymethyl)pyrrolo[3,2-d]pyrimidine]-2′-deoxy-ribofuranose 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: 93.0%

: 1′-β-[7-(2-[(dimethylamino)methyleneimino]-4-benzyloxy-5-benzyloxymethyl)pyrrolo[3,2-d]pyrimidine]-2′-deoxyribofuranose

: 1446175-24-1
1′-β-[7-(2-amino-4-benzyloxy-5-benzyloxymethyl)pyrrolo[3,2-d]pyrimidine]-2′-deoxy-ribofuranose

Guidance literature:: With ammonium hydroxide; In methanol; at 50 ℃; for 168h;
DOI:10.1021/jo400913k

Reference yield:

: 1446175-19-4
C₁₆H₁₇N₅O

: 1446175-24-1
1′-β-[7-(2-amino-4-benzyloxy-5-benzyloxymethyl)pyrrolo[3,2-d]pyrimidine]-2′-deoxy-ribofuranose

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: N-iodo-succinimide / dichloromethane / Inert atmosphere

3.1: triphenyl-arsane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tributyl-amine / N,N-dimethyl-formamide / 18.5 h / 20 - 55 °C / Inert atmosphere

3.2: 1 h

4.1: sodium tris(acetoxy)borohydride / acetonitrile; acetic acid / -10 - 20 °C / Inert atmosphere

5.1: ammonium hydroxide / methanol / 168 h / 50 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; ammonium hydroxide; N-iodo-succinimide; tributyl-amine; triphenyl-arsane; sodium tris(acetoxy)borohydride; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile; mineral oil; 3.1: |Heck Reaction;
DOI:10.1021/jo400913k

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 1446175-24-1
1′-β-[7-(2-amino-4-benzyloxy-5-benzyloxymethyl)pyrrolo[3,2-d]pyrimidine]-2′-deoxy-ribofuranose

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: N-iodo-succinimide / dichloromethane / Inert atmosphere

3.1: triphenyl-arsane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tributyl-amine / N,N-dimethyl-formamide / 18.5 h / 20 - 55 °C / Inert atmosphere

3.2: 1 h

4.1: sodium tris(acetoxy)borohydride / acetonitrile; acetic acid / -10 - 20 °C / Inert atmosphere

5.1: ammonium hydroxide / methanol / 168 h / 50 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; ammonium hydroxide; N-iodo-succinimide; tributyl-amine; triphenyl-arsane; sodium tris(acetoxy)borohydride; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile; mineral oil; 3.1: |Heck Reaction;
DOI:10.1021/jo400913k