3-azido-5-{6-[5-chloro-2-(3-methylisoxazol-5-ylmethoxy) benzylamino]purin-9-yl}-4-hydroxytetrahydrofuran-2-carboxylic acid methylamide

Base Information

Chemical Name:3-azido-5-{6-[5-chloro-2-(3-methylisoxazol-5-ylmethoxy) benzylamino]purin-9-yl}-4-hydroxytetrahydrofuran-2-carboxylic acid methylamide
CAS No.:331728-88-2
Molecular Formula:C₂₃H₂₃ClN₁₀O₅
Molecular Weight:554.953
Hs Code.:

Synonyms:3-azido-5-{6-[5-chloro-2-(3-methylisoxazol-5-ylmethoxy) benzylamino]purin-9-yl}-4-hydroxytetrahydrofuran-2-carboxylic acid methylamide

Suppliers and Price of 3-azido-5-{6-[5-chloro-2-(3-methylisoxazol-5-ylmethoxy) benzylamino]purin-9-yl}-4-hydroxytetrahydrofuran-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 1 raw suppliers

Chemical Property of 3-azido-5-{6-[5-chloro-2-(3-methylisoxazol-5-ylmethoxy) benzylamino]purin-9-yl}-4-hydroxytetrahydrofuran-2-carboxylic acid methylamide

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 3-azido-5-{6-[5-chloro-2-(3-methylisoxazol-5-ylmethoxy) benzylamino]purin-9-yl}-4-hydroxytetrahydrofuran-2-carboxylic acid methylamide

There total 14 articles about 3-azido-5-{6-[5-chloro-2-(3-methylisoxazol-5-ylmethoxy) benzylamino]purin-9-yl}-4-hydroxytetrahydrofuran-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: 75.0%

: 331729-40-9
5-chloro-2-(3-methylisoxazol-5-ylmethoxy)benzylamine

: 331728-86-0
(2S,3S,4R,5R)-3-azido-5-(6-chloro-purin-9-yl)-4-hydroxy-tetrahydro-furan-2-carboxylic acid methylamide

: 331728-88-2
3-azido-5-{6-[5-chloro-2-(3-methylisoxazol-5-ylmethoxy) benzylamino]purin-9-yl}-4-hydroxytetrahydrofuran-2-carboxylic acid methylamide

Guidance literature:: With triethylamine; In ethanol; at 70 ℃; for 20h;
DOI:10.1021/jm0255724

Reference yield:

: 55951-93-4
1,2:5,6-di-O-isopropylidene-3-O-triflyl-α-D-glucofuranose

: 331728-88-2
3-azido-5-{6-[5-chloro-2-(3-methylisoxazol-5-ylmethoxy) benzylamino]purin-9-yl}-4-hydroxytetrahydrofuran-2-carboxylic acid methylamide

Guidance literature:: Multi-step reaction with 9 steps

1: 228 g / NaN₃ / dimethylformamide / 18 h / 35 °C

2: periodic acid / diethyl ether / 24 h / 20 °C

3: 208 g / sodium periodate / ruthenium trichloride hydrate / CHCl₃; acetonitrile; H₂O / 20 h / 20 °C

4: (COCl)2; DMF / tetrahydrofuran / 5 h / 20 °C

5: 25 g / CH₂Cl₂; tetrahydrofuran / 0.5 h / 0 °C

6: 12.7 percent / H₂SO₄ / acetic acid / 18 h / 20 °C

7: 64 percent / TMSOTf / 1,2-dichloro-ethane / 2 h / 60 °C

8: 77 percent / Et₃N / methanol / 15 h

9: 75 percent / Et₃N / ethanol / 20 h / 70 °C

With sodium periodate; sodium azide; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; periodic acid; triethylamine; N,N-dimethyl-formamide; ruthenium trichloride; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; chloroform; water; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0255724

Reference yield:

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

: 331728-88-2
3-azido-5-{6-[5-chloro-2-(3-methylisoxazol-5-ylmethoxy) benzylamino]purin-9-yl}-4-hydroxytetrahydrofuran-2-carboxylic acid methylamide

Guidance literature:: Multi-step reaction with 8 steps

1: periodic acid / diethyl ether / 24 h / 20 °C

2: 208 g / sodium periodate / ruthenium trichloride hydrate / CHCl₃; acetonitrile; H₂O / 20 h / 20 °C

3: (COCl)2; DMF / tetrahydrofuran / 5 h / 20 °C

4: 25 g / CH₂Cl₂; tetrahydrofuran / 0.5 h / 0 °C

5: 12.7 percent / H₂SO₄ / acetic acid / 18 h / 20 °C

6: 64 percent / TMSOTf / 1,2-dichloro-ethane / 2 h / 60 °C

7: 77 percent / Et₃N / methanol / 15 h

8: 75 percent / Et₃N / ethanol / 20 h / 70 °C

With sodium periodate; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; periodic acid; triethylamine; N,N-dimethyl-formamide; ruthenium trichloride; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; chloroform; water; acetic acid; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1021/jm0255724