acetic acid (1R,2R,3R,4R,5S)-2-tert-butoxy-1-(tert-butyldiphenyl-silanyloxymethyl)-4-(6-chloro-purin-9-yl)-3-hydroxy-bicyclo[3.1.0]hex-3-ylmethyl ester

Base Information

Chemical Name:acetic acid (1R,2R,3R,4R,5S)-2-tert-butoxy-1-(tert-butyldiphenyl-silanyloxymethyl)-4-(6-chloro-purin-9-yl)-3-hydroxy-bicyclo[3.1.0]hex-3-ylmethyl ester
CAS No.:1355670-57-3
Molecular Formula:C₃₅H₄₃ClN₄O₅Si
Molecular Weight:663.289
Hs Code.:

acetic acid (1R,2R,3R,4R,5S)-2-tert-butoxy-1-(tert-butyldiphenyl-silanyloxymethyl)-4-(6-chloro-purin-9-yl)-3-hydroxy-bicyclo[3.1.0]hex-3-ylmethyl ester

Synonyms:acetic acid (1R,2R,3R,4R,5S)-2-tert-butoxy-1-(tert-butyldiphenyl-silanyloxymethyl)-4-(6-chloro-purin-9-yl)-3-hydroxy-bicyclo[3.1.0]hex-3-ylmethyl ester

Suppliers and Price of acetic acid (1R,2R,3R,4R,5S)-2-tert-butoxy-1-(tert-butyldiphenyl-silanyloxymethyl)-4-(6-chloro-purin-9-yl)-3-hydroxy-bicyclo[3.1.0]hex-3-ylmethyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of acetic acid (1R,2R,3R,4R,5S)-2-tert-butoxy-1-(tert-butyldiphenyl-silanyloxymethyl)-4-(6-chloro-purin-9-yl)-3-hydroxy-bicyclo[3.1.0]hex-3-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of acetic acid (1R,2R,3R,4R,5S)-2-tert-butoxy-1-(tert-butyldiphenyl-silanyloxymethyl)-4-(6-chloro-purin-9-yl)-3-hydroxy-bicyclo[3.1.0]hex-3-ylmethyl ester

There total 11 articles about acetic acid (1R,2R,3R,4R,5S)-2-tert-butoxy-1-(tert-butyldiphenyl-silanyloxymethyl)-4-(6-chloro-purin-9-yl)-3-hydroxy-bicyclo[3.1.0]hex-3-ylmethyl ester 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: 66.0%

: 1355670-54-0
(1S,4aR,5R,5aR,6R)-acetic acid 5-tert-butoxy-5a-(tert-butyldiphenyl-silanyloxymethyl)-3,3-dioxo-tetrahydro-2,4-dioxa-3λ6-thia-cyclopropa[a]pentalen-4a-ylmethyl ester

: 87-42-3
6-chloropurine

: 1355670-57-3
acetic acid (1R,2R,3R,4R,5S)-2-tert-butoxy-1-(tert-butyldiphenyl-silanyloxymethyl)-4-(6-chloro-purin-9-yl)-3-hydroxy-bicyclo[3.1.0]hex-3-ylmethyl ester

Guidance literature:: 6-chloropurine; With 18-crown-6 ether; sodium hydride; In tetrahydrofuran; mineral oil; at 80 ℃;

(1S,4aR,5R,5aR,6R)-acetic acid 5-tert-butoxy-5a-(tert-butyldiphenyl-silanyloxymethyl)-3,3-dioxo-tetrahydro-2,4-dioxa-3λ6-thia-cyclopropa[a]pentalen-4a-ylmethyl ester; In tetrahydrofuran; mineral oil; at 80 ℃;

With sulfuric acid; In tetrahydrofuran; water; mineral oil; at 0 - 20 ℃; for 1h;
DOI:10.1016/j.tet.2011.11.052

Reference yield:

: 915694-38-1
(3aR,3bR,4aS,5S,5aS)-3b-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethylhexahydrocyclopropa[3,4]cyclopenta[1,2-d][1,3]dioxol-5-ol

: 1355670-57-3
acetic acid (1R,2R,3R,4R,5S)-2-tert-butoxy-1-(tert-butyldiphenyl-silanyloxymethyl)-4-(6-chloro-purin-9-yl)-3-hydroxy-bicyclo[3.1.0]hex-3-ylmethyl ester

Guidance literature:: Multi-step reaction with 9 steps

2.1: 1H-imidazole / dichloromethane / 0 - 20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C

3.2: 1 h / -78 - 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.5 h / 0 - 20 °C

4.2: 5 h / 0 - 20 °C

5.1: tetrabutylammonium acetate / 48 h / 100 °C

6.1: pyridinium p-toluenesulfonate / ethanol / 48 h / 55 °C

7.1: thionyl chloride; triethylamine / dichloromethane / 0.17 h / 0 °C

8.1: sodium periodate; ruthenium(III) chloride trihydrate / tetrachloromethane; water; acetonitrile / 0.17 h / 20 °C

9.1: 18-crown-6 ether; sodium hydride / tetrahydrofuran; mineral oil / 80 °C

9.2: 80 °C

9.3: 1 h / 0 - 20 °C

With 1H-imidazole; sodium periodate; thionyl chloride; oxalyl dichloride; 18-crown-6 ether; ruthenium(III) chloride trihydrate; tetrabutylammonium acetate; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; water; acetonitrile; mineral oil; 3.1: Swern oxidation / 3.2: Swern oxidation;
DOI:10.1016/j.tet.2011.11.052

Reference yield:

: 915694-39-2
(+)-(1S,2S,3S,4R,5R)-4-tert-butoxy-5-(tert-butyldiphenylsilyloxymethyl)bicyclo[3.1.0]hexane-2,3-diol

: 1355670-57-3
acetic acid (1R,2R,3R,4R,5S)-2-tert-butoxy-1-(tert-butyldiphenyl-silanyloxymethyl)-4-(6-chloro-purin-9-yl)-3-hydroxy-bicyclo[3.1.0]hex-3-ylmethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1H-imidazole / dichloromethane / 0 - 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C

2.2: 1 h / -78 - 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.5 h / 0 - 20 °C

3.2: 5 h / 0 - 20 °C

4.1: tetrabutylammonium acetate / 48 h / 100 °C

5.1: pyridinium p-toluenesulfonate / ethanol / 48 h / 55 °C

6.1: thionyl chloride; triethylamine / dichloromethane / 0.17 h / 0 °C

7.1: sodium periodate; ruthenium(III) chloride trihydrate / tetrachloromethane; water; acetonitrile / 0.17 h / 20 °C

8.1: 18-crown-6 ether; sodium hydride / tetrahydrofuran; mineral oil / 80 °C

8.2: 80 °C

8.3: 1 h / 0 - 20 °C

With 1H-imidazole; sodium periodate; thionyl chloride; oxalyl dichloride; 18-crown-6 ether; ruthenium(III) chloride trihydrate; tetrabutylammonium acetate; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; water; acetonitrile; mineral oil; 2.1: Swern oxidation / 2.2: Swern oxidation;
DOI:10.1016/j.tet.2011.11.052