(2S,3R,4R,5R)-3-Azido-4-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(3-iodo-benzylamino)-purin-9-yl]-tetrahydro-furan-2-carboxylic acid methylamide

Base Information

Chemical Name:(2S,3R,4R,5R)-3-Azido-4-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(3-iodo-benzylamino)-purin-9-yl]-tetrahydro-furan-2-carboxylic acid methylamide
CAS No.:786666-05-5
Molecular Formula:C₂₄H₃₁ClIN₉O₃Si
Molecular Weight:684.012
Hs Code.:

(2S,3R,4R,5R)-3-Azido-4-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(3-iodo-benzylamino)-purin-9-yl]-tetrahydro-furan-2-carboxylic acid methylamide

Synonyms:(2S,3R,4R,5R)-3-Azido-4-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(3-iodo-benzylamino)-purin-9-yl]-tetrahydro-furan-2-carboxylic acid methylamide

Suppliers and Price of (2S,3R,4R,5R)-3-Azido-4-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(3-iodo-benzylamino)-purin-9-yl]-tetrahydro-furan-2-carboxylic acid methylamide

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 (2S,3R,4R,5R)-3-Azido-4-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(3-iodo-benzylamino)-purin-9-yl]-tetrahydro-furan-2-carboxylic acid methylamide

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3R,4R,5R)-3-Azido-4-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(3-iodo-benzylamino)-purin-9-yl]-tetrahydro-furan-2-carboxylic acid methylamide

There total 11 articles about (2S,3R,4R,5R)-3-Azido-4-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(3-iodo-benzylamino)-purin-9-yl]-tetrahydro-furan-2-carboxylic acid methylamide 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: 69.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 786666-01-1
(2S,3S,4R,5R)-3-Azido-5-[2-chloro-6-(3-iodo-benzylamino)-purin-9-yl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid methylamide

: 786666-05-5
(2S,3R,4R,5R)-3-Azido-4-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(3-iodo-benzylamino)-purin-9-yl]-tetrahydro-furan-2-carboxylic acid methylamide

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1016/j.bmcl.2004.07.042

Reference yield:

: 35085-25-7
3-azido-3-deoxy-1,2-O-isopropylidene-α-D-allofuranose

: 786666-05-5
(2S,3R,4R,5R)-3-Azido-4-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(3-iodo-benzylamino)-purin-9-yl]-tetrahydro-furan-2-carboxylic acid methylamide

Guidance literature:: Multi-step reaction with 9 steps

1: aq. NaIO₄; RuCl₃ / CCl₄; acetonitrile / 4 h / 20 °C

2: (COCl)2; DMF / CH₂Cl₂ / 16 h / 20 °C

3: CH₂Cl₂ / 3 h / 0 °C

4: aq. formic acid / 1.5 h / 60 °C

5: pyridine / 16 h / 20 °C

6: 50 percent / TMSOTf / 1,2-dichloro-ethane / 2 h / 0 - 60 °C

7: Et₃N / ethanol / 18 h / 50 °C

8: NaOMe / methanol / 2 h / 20 °C

9: 69 percent / imidazole / dimethylformamide / 24 h / 20 °C

With pyridine; 1H-imidazole; ruthenium trichloride; sodium periodate; formic acid; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; sodium methylate; triethylamine; N,N-dimethyl-formamide; In methanol; tetrachloromethane; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2004.07.042

Reference yield:

: 21870-78-0
3-azido-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

: 786666-05-5
(2S,3R,4R,5R)-3-Azido-4-(tert-butyl-dimethyl-silanyloxy)-5-[2-chloro-6-(3-iodo-benzylamino)-purin-9-yl]-tetrahydro-furan-2-carboxylic acid methylamide

Guidance literature:: Multi-step reaction with 10 steps

1: aq. AcOH / 1.5 h / 55 °C

2: aq. NaIO₄; RuCl₃ / CCl₄; acetonitrile / 4 h / 20 °C

3: (COCl)2; DMF / CH₂Cl₂ / 16 h / 20 °C

4: CH₂Cl₂ / 3 h / 0 °C

5: aq. formic acid / 1.5 h / 60 °C

6: pyridine / 16 h / 20 °C

7: 50 percent / TMSOTf / 1,2-dichloro-ethane / 2 h / 0 - 60 °C

8: Et₃N / ethanol / 18 h / 50 °C

9: NaOMe / methanol / 2 h / 20 °C

10: 69 percent / imidazole / dimethylformamide / 24 h / 20 °C

With pyridine; 1H-imidazole; ruthenium trichloride; sodium periodate; formic acid; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; sodium methylate; acetic acid; triethylamine; N,N-dimethyl-formamide; In methanol; tetrachloromethane; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2004.07.042