9-<5'-deoxy-2',3'-di-O-benzoyl-5'-(diethoxyphosphinyl)-β-D-ribofuranosyl>-2-bromohypoxanthine

Base Information

Chemical Name:9-<5'-deoxy-2',3'-di-O-benzoyl-5'-(diethoxyphosphinyl)-β-D-ribofuranosyl>-2-bromohypoxanthine
CAS No.:120033-37-6
Molecular Formula:C₂₈H₂₈BrN₄O₉P
Molecular Weight:675.429
Hs Code.:

Synonyms:9-<5'-deoxy-2',3'-di-O-benzoyl-5'-(diethoxyphosphinyl)-β-D-ribofuranosyl>-2-bromohypoxanthine

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Chemical Property of 9-<5'-deoxy-2',3'-di-O-benzoyl-5'-(diethoxyphosphinyl)-β-D-ribofuranosyl>-2-bromohypoxanthine

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Technology Process of 9-<5'-deoxy-2',3'-di-O-benzoyl-5'-(diethoxyphosphinyl)-β-D-ribofuranosyl>-2-bromohypoxanthine

There total 6 articles about 9-<5'-deoxy-2',3'-di-O-benzoyl-5'-(diethoxyphosphinyl)-β-D-ribofuranosyl>-2-bromohypoxanthine 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:

: 654075-02-2
2,3-di-O-benzoyl-5-bromo-5-deoxy-D-ribofuranosyl acetate

: 120033-37-6
9-<5'-deoxy-2',3'-di-O-benzoyl-5'-(diethoxyphosphinyl)-β-D-ribofuranosyl>-2-bromohypoxanthine

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / 30 h / Heating

2: 1.) (NH₄)2SO₄, HMDS / 2.) TMS triflate / 1.) reflux 4 h, 2.) CH₃CN, r.t., 48 h

With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; trimethylsilyl trifluoromethanesulfonate;
DOI:10.1021/jm00126a027

Reference yield:

: 87781-93-9
2-bromo-1,9-dihydro-6H-purin-6-one

: 654075-03-3
1-O-acetyl-2,3-di-O-benzoyl-5-deoxy-5-(diethoxyphosphinyl)-α-D-ribofuranose

: C₂₈H₂₈BrN₄O₉P

: 120033-37-6
9-<5'-deoxy-2',3'-di-O-benzoyl-5'-(diethoxyphosphinyl)-β-D-ribofuranosyl>-2-bromohypoxanthine

Guidance literature:: With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; trimethylsilyl trifluoromethanesulfonate; Yield given. Multistep reaction. Yields of byproduct given; 1.) reflux 4 h, 2.) CH₃CN, r.t., 48 h;
DOI:10.1021/jm00126a027

Reference yield:

: 87781-93-9
2-bromo-1,9-dihydro-6H-purin-6-one

: 120033-37-6
9-<5'-deoxy-2',3'-di-O-benzoyl-5'-(diethoxyphosphinyl)-β-D-ribofuranosyl>-2-bromohypoxanthine

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Et₃N; 2.) PPh₃, diethyl azodicarboxylate; 3.) 80 percent HOAc / 1.) 100 deg C, 2 h; 2.) dioxane, 80 deg C, 6 h; 3.) 80 deg C

3: 75 percent / CF₃SO₃SiMe₃ / acetonitrile / 0 deg C, 4 h; rt, 16 h

4: 1,8-diazabicyclo<5.4.0>undec-7-ene / acetonitrile

With trimethylsilyl trifluoromethanesulfonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; diethylazodicarboxylate; In acetonitrile;
DOI:10.1039/c39890001769