9-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-L-erythro-pentofuranos-1-yl)-2-amino-6-chloropurine

Base Information

Chemical Name:9-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-L-erythro-pentofuranos-1-yl)-2-amino-6-chloropurine
CAS No.:197452-66-7
Molecular Formula:C₂₄H₁₈ClF₂N₅O₅
Molecular Weight:529.887
Hs Code.:

Synonyms:9-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-L-erythro-pentofuranos-1-yl)-2-amino-6-chloropurine

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Chemical Property of 9-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-L-erythro-pentofuranos-1-yl)-2-amino-6-chloropurine

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Technology Process of 9-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-L-erythro-pentofuranos-1-yl)-2-amino-6-chloropurine

There total 7 articles about 9-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-L-erythro-pentofuranos-1-yl)-2-amino-6-chloropurine 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: 11.0%

: 72101-44-1
(6-chloro-9-trimethylsilanyl-9H-purin-2-yl)-trimethylsilanyl-amine

: 197452-17-8
3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-(methylsulfonyl)-L-erythro-pentofuranose

: 197452-66-7
9-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-L-erythro-pentofuranos-1-yl)-2-amino-6-chloropurine

: 197452-67-8
9-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-α-L-erythro-pentofuranos-1-yl)-2-amino-6-chloropurine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 90 - 100 ℃; for 10h;
DOI:10.1021/jm970275y

Reference yield:

: 98-88-4
benzoyl chloride

: 197452-66-7
9-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-L-erythro-pentofuranos-1-yl)-2-amino-6-chloropurine

Guidance literature:: Multi-step reaction with 4 steps

1: 2,6-lutidine / CH₂Cl₂ / 36 h / Ambient temperature

2: 33 percent / Li(t-BuO)3AlH / tetrahydrofuran / 0.67 h / -50 °C

3: Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

4: 15 percent / TMSOTf / 1,2-dichloro-ethane / 10 h / 90 - 100 °C

With 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate; lithium tri-t-butoxyaluminum hydride; triethylamine; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jm970275y

Reference yield:

: 10310-21-1
2-Amino-6-chloropurin

: 197452-66-7
9-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-β-L-erythro-pentofuranos-1-yl)-2-amino-6-chloropurine

Guidance literature:: Multi-step reaction with 2 steps

1: ammonium sulfate / 3 h / Heating

2: 15 percent / TMSOTf / 1,2-dichloro-ethane / 10 h / 90 - 100 °C

With ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane;
DOI:10.1021/jm970275y