3,5-di-O-benzoyl-1,2-O-{(1S)-1-[4-(ethoxycarbonyl)-1,3-thiazol-2-yl]ethylidene}-α-D-xylofuranose

Base Information

Chemical Name:3,5-di-O-benzoyl-1,2-O-{(1S)-1-[4-(ethoxycarbonyl)-1,3-thiazol-2-yl]ethylidene}-α-D-xylofuranose
CAS No.:1409941-23-6
Molecular Formula:C₂₇H₂₅NO₉S
Molecular Weight:539.563
Hs Code.:

Synonyms:3,5-di-O-benzoyl-1,2-O-{(1S)-1-[4-(ethoxycarbonyl)-1,3-thiazol-2-yl]ethylidene}-α-D-xylofuranose

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Chemical Property of 3,5-di-O-benzoyl-1,2-O-{(1S)-1-[4-(ethoxycarbonyl)-1,3-thiazol-2-yl]ethylidene}-α-D-xylofuranose

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Technology Process of 3,5-di-O-benzoyl-1,2-O-{(1S)-1-[4-(ethoxycarbonyl)-1,3-thiazol-2-yl]ethylidene}-α-D-xylofuranose

There total 3 articles about 3,5-di-O-benzoyl-1,2-O-{(1S)-1-[4-(ethoxycarbonyl)-1,3-thiazol-2-yl]ethylidene}-α-D-xylofuranose 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:

: C₂₇H₂₇NO₉S

: 1409941-23-6
3,5-di-O-benzoyl-1,2-O-{(1S)-1-[4-(ethoxycarbonyl)-1,3-thiazol-2-yl]ethylidene}-α-D-xylofuranose

Guidance literature:: With Bromotrichloromethane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 4 ℃; for 101h;
DOI:10.1016/j.bmcl.2012.08.093

Reference yield:

: 1409941-10-1
3,5-di-O-benzoyl-1,2-O-[(1S)-1-cyanoethylidene]-α-D-xylofuranose

: 1409941-23-6
3,5-di-O-benzoyl-1,2-O-{(1S)-1-[4-(ethoxycarbonyl)-1,3-thiazol-2-yl]ethylidene}-α-D-xylofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / methanol / 2 h / 20 °C

2: Bromotrichloromethane; 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 101 h / 0 - 4 °C

With Bromotrichloromethane; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2012.08.093

Reference yield:

: 85026-60-4
(3R,4S,5R)-4-(benzoyloxy)-5-((benzoyloxy)methyl)tetrahydrofuran-2,3-diyl diacetate

: 1409941-23-6
3,5-di-O-benzoyl-1,2-O-{(1S)-1-[4-(ethoxycarbonyl)-1,3-thiazol-2-yl]ethylidene}-α-D-xylofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate; trimethylsilyl cyanide / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: triethylamine / methanol; dichloromethane / 2 h / 20 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene; Bromotrichloromethane / dichloromethane / 0 - 4 °C / Inert atmosphere

With Bromotrichloromethane; trimethylsilyl cyanide; boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In methanol; dichloromethane;
DOI:10.1016/j.tet.2014.02.035