(2R,4R)-6-chloro-9-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine

Base Information

Chemical Name:(2R,4R)-6-chloro-9-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine
CAS No.:207232-15-3
Molecular Formula:C₂₇H₂₉ClN₄O₂Si
Molecular Weight:505.091
Hs Code.:

Synonyms:(2R,4R)-6-chloro-9-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine

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Chemical Property of (2R,4R)-6-chloro-9-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine

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Technology Process of (2R,4R)-6-chloro-9-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine

There total 14 articles about (2R,4R)-6-chloro-9-(2-tert-butyldiphenylsilyloxymethyl-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: 80.0%

: 87-42-3
6-chloropurine

: 207232-14-2
1,4-anhydro-5-O-(tert-butyldiphenylsilyl)-3-deoxy-3-C-methylene-L-xylitol

: 207232-15-3
(2R,4R)-6-chloro-9-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1016/S0960-894X(98)00122-X

Reference yield:

: 207232-10-8
methyl 2,5-di-O-benzyl-L-xylofuranoside

: 207232-15-3
(2R,4R)-6-chloro-9-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine

Guidance literature:: Multi-step reaction with 8 steps

1.1: 75 percent / 2 h / 20 °C

2.1: 96 percent / Et₃SiH; TMSOTf / CH₂Cl₂ / 3 h / 20 °C

3.1: 85 percent / NaOMe / methanol / 2 h / 0 °C

4.1: 80 percent / DMSO; Ac₂O / 9 h / 20 °C

5.1: t-amyl alcohol; NaH / tetrahydrofuran; hexane / 0.03 h / 20 °C

5.2: 92 percent / tetrahydrofuran / 0.5 h / 20 °C

6.1: 75 percent / BCl₃ / CH₂Cl₂ / 0.5 h / -78 °C

7.1: 66 percent / imidazole / dimethylformamide / 1 h / 0 °C

8.1: 75 percent / Ph₃P; DEAD / tetrahydrofuran / 1 h / -10 °C

With 1H-imidazole; triethylsilane; tert-Amyl alcohol; trimethylsilyl trifluoromethanesulfonate; sodium methylate; acetic anhydride; boron trichloride; sodium hydride; dimethyl sulfoxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 5.2: Wittig reaction / 8.1: Mitsunobu reaction;
DOI:10.1016/S0968-0896(01)00266-8

Reference yield:

: 207232-13-1
1,4-anhydro-3-deoxy-3-C-methylene-L-xylitol

: 207232-15-3
(2R,4R)-6-chloro-9-(2-tert-butyldiphenylsilyloxymethyl-3-methylene-tetrahydrofuran-4-yl)-9H-purine

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent / imidazole / dimethylformamide / 1 h / 0 °C

2: 75 percent / Ph₃P; DEAD / tetrahydrofuran / 1 h / -10 °C

With 1H-imidazole; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide; 2: Mitsunobu reaction;
DOI:10.1016/S0968-0896(01)00266-8