(-)-(1R,2R,3S,4R,5S)-2-azido-4-[2-chloro-6-(3-iodobenzylamino)-purin-9-yl]-bicyclo[3.1.0]hexan-3-ol

Base Information

Chemical Name:(-)-(1R,2R,3S,4R,5S)-2-azido-4-[2-chloro-6-(3-iodobenzylamino)-purin-9-yl]-bicyclo[3.1.0]hexan-3-ol
CAS No.:1339886-48-4
Molecular Formula:C₁₈H₁₆ClIN₈O
Molecular Weight:522.736
Hs Code.:

Synonyms:(-)-(1R,2R,3S,4R,5S)-2-azido-4-[2-chloro-6-(3-iodobenzylamino)-purin-9-yl]-bicyclo[3.1.0]hexan-3-ol

Suppliers and Price of (-)-(1R,2R,3S,4R,5S)-2-azido-4-[2-chloro-6-(3-iodobenzylamino)-purin-9-yl]-bicyclo[3.1.0]hexan-3-ol

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 (-)-(1R,2R,3S,4R,5S)-2-azido-4-[2-chloro-6-(3-iodobenzylamino)-purin-9-yl]-bicyclo[3.1.0]hexan-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (-)-(1R,2R,3S,4R,5S)-2-azido-4-[2-chloro-6-(3-iodobenzylamino)-purin-9-yl]-bicyclo[3.1.0]hexan-3-ol

There total 9 articles about (-)-(1R,2R,3S,4R,5S)-2-azido-4-[2-chloro-6-(3-iodobenzylamino)-purin-9-yl]-bicyclo[3.1.0]hexan-3-ol 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: 89.0%

: 1339886-46-2
(-)-(1R,2R,3S,4R,5S)-2-azido-4-(2,6-dichloro-purin-9-yl)-bicyclo[3.1.0]hexan-3-ol

: 696-40-2
3-iodobenzylamine

: 1339886-48-4
(-)-(1R,2R,3S,4R,5S)-2-azido-4-[2-chloro-6-(3-iodobenzylamino)-purin-9-yl]-bicyclo[3.1.0]hexan-3-ol

Guidance literature:: In ethanol; at 20 ℃;
DOI:10.1039/c1ob05853c

Reference yield:

: 1339886-39-3
(+)-(1S,2S,3S,4R,5R)-benzoic acid 3,4-O-isopropylidenebicycle[3.1.0]hexa-2-yl-ester

: 1339886-48-4
(-)-(1R,2R,3S,4R,5S)-2-azido-4-[2-chloro-6-(3-iodobenzylamino)-purin-9-yl]-bicyclo[3.1.0]hexan-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: trifluoroacetic acid / 20 °C

2.1: acetonitrile / 3.5 h / 0 °C

3.1: sodium azide / N,N-dimethyl-formamide / 3 h / 100 °C

4.1: sodium methylate / methanol / 2 h / 20 °C

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

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

7.1: 18-crown-6 ether; sodium hydride / tetrahydrofuran; mineral oil / 3 h / 80 °C

7.2: 4 h / 20 °C

7.3: 0 - 20 °C / pH 2

8.1: ethanol / 20 °C

With sodium periodate; thionyl chloride; sodium azide; 18-crown-6 ether; ruthenium(III) chloride trihydrate; sodium methylate; sodium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1039/c1ob05853c

Reference yield:

: 1339886-40-6
(-)-(1R,2S,3S,4R,5S)-benzoic acid 3,4-dihydroxy-bicyclo[3.1.0]hex-2-yl ester

: 1339886-48-4
(-)-(1R,2R,3S,4R,5S)-2-azido-4-[2-chloro-6-(3-iodobenzylamino)-purin-9-yl]-bicyclo[3.1.0]hexan-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: acetonitrile / 3.5 h / 0 °C

2.1: sodium azide / N,N-dimethyl-formamide / 3 h / 100 °C

3.1: sodium methylate / methanol / 2 h / 20 °C

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

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

6.1: 18-crown-6 ether; sodium hydride / tetrahydrofuran; mineral oil / 3 h / 80 °C

6.2: 4 h / 20 °C

6.3: 0 - 20 °C / pH 2

7.1: ethanol / 20 °C

With sodium periodate; thionyl chloride; sodium azide; 18-crown-6 ether; ruthenium(III) chloride trihydrate; sodium methylate; sodium hydride; triethylamine; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1039/c1ob05853c