ethyl (2',3'-O-isopropylideneuridin-5'-yl)(2S,3aS,4S,5S,6S)-4,5-dibenzyloxy-6-[(1S)-1,2-dibenzyloxyethyl]hexahydropyrrolo[1,2-b]isoxazole-2-methylphosphonate

Base Information

Chemical Name:ethyl (2',3'-O-isopropylideneuridin-5'-yl)(2S,3aS,4S,5S,6S)-4,5-dibenzyloxy-6-[(1S)-1,2-dibenzyloxyethyl]hexahydropyrrolo[1,2-b]isoxazole-2-methylphosphonate
CAS No.:912955-04-5
Molecular Formula:C₅₁H₆₀N₃O₁₃P
Molecular Weight:954.023
Hs Code.:

ethyl (2',3'-O-isopropylideneuridin-5'-yl)(2S,3aS,4S,5S,6S)-4,5-dibenzyloxy-6-[(1S)-1,2-dibenzyloxyethyl]hexahydropyrrolo[1,2-b]isoxazole-2-methylphosphonate

Synonyms:ethyl (2',3'-O-isopropylideneuridin-5'-yl)(2S,3aS,4S,5S,6S)-4,5-dibenzyloxy-6-[(1S)-1,2-dibenzyloxyethyl]hexahydropyrrolo[1,2-b]isoxazole-2-methylphosphonate

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Chemical Property of ethyl (2',3'-O-isopropylideneuridin-5'-yl)(2S,3aS,4S,5S,6S)-4,5-dibenzyloxy-6-[(1S)-1,2-dibenzyloxyethyl]hexahydropyrrolo[1,2-b]isoxazole-2-methylphosphonate

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Technology Process of ethyl (2',3'-O-isopropylideneuridin-5'-yl)(2S,3aS,4S,5S,6S)-4,5-dibenzyloxy-6-[(1S)-1,2-dibenzyloxyethyl]hexahydropyrrolo[1,2-b]isoxazole-2-methylphosphonate

There total 4 articles about ethyl (2',3'-O-isopropylideneuridin-5'-yl)(2S,3aS,4S,5S,6S)-4,5-dibenzyloxy-6-[(1S)-1,2-dibenzyloxyethyl]hexahydropyrrolo[1,2-b]isoxazole-2-methylphosphonate 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: 58.0%

: 912955-03-4
ethyl (2',3'-O-isopropylideneuridin-5'-yl) allylphosphonate

: 912954-96-2
(2S,3S,4S)-3,4-bis(benzyloxy)-2-((S)-1,2-bis(benzyloxy)ethyl)-3,4-dihydro-2H-pyrrole-1-oxide

: 912955-04-5
ethyl (2',3'-O-isopropylideneuridin-5'-yl)(2S,3aS,4S,5S,6S)-4,5-dibenzyloxy-6-[(1S)-1,2-dibenzyloxyethyl]hexahydropyrrolo[1,2-b]isoxazole-2-methylphosphonate

Guidance literature:: In 1,1,2,2-tetrachloroethylene; at 60 - 70 ℃; for 36h;
DOI:10.1021/jo061130e

Reference yield:

: 2,3,5,6-tetra-O-benzyl-4-O-methanesulfonylaldehydo-D-glucose

: 912955-04-5
ethyl (2',3'-O-isopropylideneuridin-5'-yl)(2S,3aS,4S,5S,6S)-4,5-dibenzyloxy-6-[(1S)-1,2-dibenzyloxyethyl]hexahydropyrrolo[1,2-b]isoxazole-2-methylphosphonate

Guidance literature:: Multi-step reaction with 2 steps

1: 51 percent / tetrabutylammonium triphenyldifluorosiliconate / tetrahydrofuran / 0.75 h / Heating

2: 58 percent / tetrachloroethene / 36 h / 60 - 70 °C

With tetrabutylammonium triphenyldifluorosilicate; In tetrahydrofuran; 1,1,2,2-tetrachloroethylene;
DOI:10.1021/jo061130e

Reference yield:

: 1067-87-4
Diethyl allylphosphonate

: 912955-04-5
ethyl (2',3'-O-isopropylideneuridin-5'-yl)(2S,3aS,4S,5S,6S)-4,5-dibenzyloxy-6-[(1S)-1,2-dibenzyloxyethyl]hexahydropyrrolo[1,2-b]isoxazole-2-methylphosphonate

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl chloride / CH₂Cl₂ / 48 h

2: 253 mg / Et₃N / CH₂Cl₂ / 56 h / 20 - 40 °C

3: 58 percent / tetrachloroethene / 36 h / 60 - 70 °C

With oxalyl dichloride; triethylamine; In 1,1,2,2-tetrachloroethylene; dichloromethane;
DOI:10.1021/jo061130e