(2S,4S)-6-chloro-9-(2-benzoyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine

Base Information

Chemical Name:(2S,4S)-6-chloro-9-(2-benzoyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine
CAS No.:406212-13-3
Molecular Formula:C₁₈H₁₅ClN₄O₃
Molecular Weight:370.795
Hs Code.:

Synonyms:(2S,4S)-6-chloro-9-(2-benzoyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine

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Chemical Property of (2S,4S)-6-chloro-9-(2-benzoyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine

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Technology Process of (2S,4S)-6-chloro-9-(2-benzoyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine

There total 8 articles about (2S,4S)-6-chloro-9-(2-benzoyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine 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: 84.3%

: 87-42-3
6-chloropurine

: 234088-62-1
1,4-anhydro-5-O-benzoyl-3-deoxy-3-C-methylene-D-erythro-pentitol

: 406212-13-3
(2S,4S)-6-chloro-9-(2-benzoyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at -10 - -5 ℃; for 1h;
DOI:10.1016/S0968-0896(01)00266-8

Reference yield:

: 234088-61-0
methyl 5-O-benzoyl-3-deoxy-3-C-methylene-D-xylofuranoside

: 406212-13-3
(2S,4S)-6-chloro-9-(2-benzoyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine

Guidance literature:: Multi-step reaction with 2 steps

1.1: (NH₄)2SO₄; HMDS / 2 h / Heating

1.2: 80 percent / Et₃SiH; TMSOTf / CH₂Cl₂ / 2 h / 20 °C

2.1: 84.3 percent / Ph₃P; DEAD / tetrahydrofuran / 1 h / -10 - -5 °C

With ammonium sulfate; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; diethylazodicarboxylate; In tetrahydrofuran; 2.1: Mitsunobu reaction;
DOI:10.1016/S0968-0896(01)00266-8

Reference yield:

: 98-88-4
benzoyl chloride

: 406212-13-3
(2S,4S)-6-chloro-9-(2-benzoyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine

Guidance literature:: Multi-step reaction with 7 steps

1: 83 percent / pyridine / 0 °C

2: 68 percent / PDC / acetic anhydride

3: 63 percent / NaH

4: 82 percent / HCl

6: Et₃SiH; TMSOTf

7: DEAD; PPh₃

With hydrogenchloride; triethylsilane; dipyridinium dichromate; trimethylsilyl trifluoromethanesulfonate; sodium hydride; triphenylphosphine; diethylazodicarboxylate; In pyridine; acetic anhydride; 1: Esterification / 2: Oxidation / 3: Wittig reaction / 4: Substitution / 5: Substitution / 6: Reduction / 7: Substitution;
DOI:10.1080/15257779908041531