(+)-(2R,5R)-6-chloro-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>purine

Base Information

Chemical Name:(+)-(2R,5R)-6-chloro-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>purine
CAS No.:145986-33-0
Molecular Formula:C₂₅H₂₇ClN₄O₂SSi
Molecular Weight:511.119
Hs Code.:

Synonyms:(+)-(2R,5R)-6-chloro-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>purine

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Chemical Property of (+)-(2R,5R)-6-chloro-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>purine

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Technology Process of (+)-(2R,5R)-6-chloro-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>purine

There total 6 articles about (+)-(2R,5R)-6-chloro-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>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: 35.0%

: 324015-67-0
(+)-(2R,5RS)-5-acetoxy-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolane

: 87-42-3
6-chloropurine

: 145913-73-1
(+)-(2R,5S)-6-chloro-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>purine

: 145986-33-0
(+)-(2R,5R)-6-chloro-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>purine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; 1.) RT, 30 min, 2.) reflux, 14 h;
DOI:10.1021/jm00054a001

Reference yield: 30.1%

: 32865-86-4
6-chloro-9-trimethylsilylpurine

: 324015-67-0
(+)-(2R,5RS)-5-acetoxy-2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolane

: 145913-73-1
(+)-(2R,5S)-6-chloro-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>purine

: 145986-33-0
(+)-(2R,5R)-6-chloro-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>purine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; 1.) RT, 30 min, 2.) reflux, 14 h;
DOI:10.1021/jm00054a001

Reference yield:

: 148774-90-7
(2R,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-[1,3]oxathiolane-5-carbaldehyde

: 145986-33-0
(+)-(2R,5R)-6-chloro-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-oxathiolan-5-yl>purine

Guidance literature:: Multi-step reaction with 3 steps

1: pyridinium dichromate (PDC) / dimethylformamide / 8 h / Ambient temperature

2: pyridine / tetrahydrofuran / 0.5 h / Ambient temperature

3: 30.1 percent / trimethylsilyl triflate (TMSOTf) / CH₂Cl₂ / 1.) RT, 30 min, 2.) reflux, 14 h

With pyridine; dipyridinium dichromate; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00054a001