(2R,3R,5R,6S)-5-azido-2-(azidomethyl)-6-(((1S,2S,4R,5R)-2,4-diazido-5-(((1S,2S,4R,5R)-2,4-diazido-5-methoxycyclohexyl)carbomoyl)cyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diyl diacetate

Base Information

Chemical Name:(2R,3R,5R,6S)-5-azido-2-(azidomethyl)-6-(((1S,2S,4R,5R)-2,4-diazido-5-(((1S,2S,4R,5R)-2,4-diazido-5-methoxycyclohexyl)carbomoyl)cyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diyl diacetate
CAS No.:1331825-39-8
Molecular Formula:C₂₄H₃₃N₁₉O₈
Molecular Weight:715.649
Hs Code.:

(2R,3R,5R,6S)-5-azido-2-(azidomethyl)-6-(((1S,2S,4R,5R)-2,4-diazido-5-(((1S,2S,4R,5R)-2,4-diazido-5-methoxycyclohexyl)carbomoyl)cyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diyl diacetate

Synonyms:(2R,3R,5R,6S)-5-azido-2-(azidomethyl)-6-(((1S,2S,4R,5R)-2,4-diazido-5-(((1S,2S,4R,5R)-2,4-diazido-5-methoxycyclohexyl)carbomoyl)cyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diyl diacetate

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Chemical Property of (2R,3R,5R,6S)-5-azido-2-(azidomethyl)-6-(((1S,2S,4R,5R)-2,4-diazido-5-(((1S,2S,4R,5R)-2,4-diazido-5-methoxycyclohexyl)carbomoyl)cyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diyl diacetate

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Technology Process of (2R,3R,5R,6S)-5-azido-2-(azidomethyl)-6-(((1S,2S,4R,5R)-2,4-diazido-5-(((1S,2S,4R,5R)-2,4-diazido-5-methoxycyclohexyl)carbomoyl)cyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diyl diacetate

There total 11 articles about (2R,3R,5R,6S)-5-azido-2-(azidomethyl)-6-(((1S,2S,4R,5R)-2,4-diazido-5-(((1S,2S,4R,5R)-2,4-diazido-5-methoxycyclohexyl)carbomoyl)cyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diyl diacetate 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:

: 1331825-38-7
phenyl 3,4-di-O-acetyl-2,6-diazido-2,6-dideoxy-1-thio-β-D-glucopyranoside

: 1331825-40-1
(1R,2R,4S,5S)-2,4-diazido-N-((1S,2S,4R,5R)-2,4-diamino-5-methoxycyclohexyl)-5-hydroxycyclohexanecarboxamide

: 1331825-39-8
(2R,3R,5R,6S)-5-azido-2-(azidomethyl)-6-(((1S,2S,4R,5R)-2,4-diazido-5-(((1S,2S,4R,5R)-2,4-diazido-5-methoxycyclohexyl)carbomoyl)cyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diyl diacetate

: (2R,3R,5R,6S)-5-azido-2-(azidomethyl)-6-(((1S,2S,4R,5R)-2,4-diazido-5-(((1S,2S,4R,5R)-2,4-diazido-5-methoxycyclohexyl)carbomoyl)cyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diyl diacetate

Guidance literature:: With Dimethyldisulphide; trifluoromethylsulfonic anhydride; In diethyl ether; dichloromethane; at 20 ℃; for 2.33333h; optical yield given as %de; Molecular sieve;
DOI:10.1016/j.bmcl.2011.06.084

Reference yield:

: 1350321-40-2
C₁₄H₂₅N₉O₃

: 1331825-39-8
(2R,3R,5R,6S)-5-azido-2-(azidomethyl)-6-(((1S,2S,4R,5R)-2,4-diazido-5-(((1S,2S,4R,5R)-2,4-diazido-5-methoxycyclohexyl)carbomoyl)cyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diyl diacetate

: (2R,3R,5R,6S)-5-azido-2-(azidomethyl)-6-(((1S,2S,4R,5R)-2,4-diazido-5-(((1S,2S,4R,5R)-2,4-diazido-5-methoxycyclohexyl)carbomoyl)cyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diyl diacetate

Guidance literature:: Multi-step reaction with 2 steps

1: triflic azide; potassium carbonate / methanol; dichloromethane / 0 - 20 °C

2: Dimethyldisulphide; trifluoromethylsulfonic anhydride / diethyl ether; dichloromethane / 2.33 h / 20 °C / Molecular sieve

With Dimethyldisulphide; trifluoromethylsulfonic anhydride; triflic azide; potassium carbonate; In methanol; diethyl ether; dichloromethane;
DOI:10.1016/j.bmcl.2011.06.084

Reference yield:

: 1331825-33-2
di-tert-butyl ((1R,3S,4S,6R)-4-hydroxy-6-methoxycyclohexane-1,3-diyl)dicarbamate

: 1331825-39-8
(2R,3R,5R,6S)-5-azido-2-(azidomethyl)-6-(((1S,2S,4R,5R)-2,4-diazido-5-(((1S,2S,4R,5R)-2,4-diazido-5-methoxycyclohexyl)carbomoyl)cyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diyl diacetate

: (2R,3R,5R,6S)-5-azido-2-(azidomethyl)-6-(((1S,2S,4R,5R)-2,4-diazido-5-(((1S,2S,4R,5R)-2,4-diazido-5-methoxycyclohexyl)carbomoyl)cyclohexyl)oxy)tetrahydro-2H-pyran-3,4-diyl diacetate

Guidance literature:: Multi-step reaction with 8 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / 70 °C / Inert atmosphere

2: potassium carbonate / methanol / 0.5 h / 20 °C

3: di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine / tetrahydrofuran / 3 h / 70 °C / Inert atmosphere

4: palladium on carbon; hydrogen / methanol / 12 h / 20 °C

5: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 3 h / 50 °C

6: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

7: triflic azide; potassium carbonate / methanol; dichloromethane / 0 - 20 °C

8: Dimethyldisulphide; trifluoromethylsulfonic anhydride / diethyl ether; dichloromethane / 2.33 h / 20 °C / Molecular sieve

With 1-hydroxy-7-aza-benzotriazole; Dimethyldisulphide; trifluoromethylsulfonic anhydride; di-isopropyl azodicarboxylate; triflic azide; diphenyl phosphoryl azide; palladium on carbon; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1: Mitsunobu reaction / 3: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2011.06.084