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(2R,4S,5R)-5-(azidomethyl)-4-(benzyloxy)tetrahydrofuran-2-carboxylic acid

Base Information
  • Chemical Name:(2R,4S,5R)-5-(azidomethyl)-4-(benzyloxy)tetrahydrofuran-2-carboxylic acid
  • CAS No.:1190850-84-0
  • Molecular Formula:C13H15N3O4
  • Molecular Weight:277.28
  • Hs Code.:
(2R,4S,5R)-5-(azidomethyl)-4-(benzyloxy)tetrahydrofuran-2-carboxylic acid

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Chemical Property of (2R,4S,5R)-5-(azidomethyl)-4-(benzyloxy)tetrahydrofuran-2-carboxylic acid
Chemical Property:
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Technology Process of (2R,4S,5R)-5-(azidomethyl)-4-(benzyloxy)tetrahydrofuran-2-carboxylic acid

There total 10 articles about (2R,4S,5R)-5-(azidomethyl)-4-(benzyloxy)tetrahydrofuran-2-carboxylic acid 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:
Guidance literature:
With triflic azide; potassium carbonate; copper(II) sulfate; In methanol; dichloromethane; water; for 16h;
DOI:10.1002/ejoc.200900460
Guidance literature:
Multi-step reaction with 10 steps
1.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 16 h / 48754.9 Torr
2.1: sodium methylate / methanol / 3 h
2.2: Dowex H+ / 16 h / 50 °C / pH 5
3.1: sulfuric acid; magnesium sulfate
4.1: pyridine / toluene / 1 h / 0 °C
5.1: trifluoroacetic acid; water / 3 h / Heating
6.1: Ambelite IR120 H+ / 3 h
7.1: triethylamine; dmap / toluene; dichloromethane
8.1: sodium azide / N,N-dimethyl-formamide / 16 h / 85 °C
9.1: water / tetrahydrofuran / 3 h
10.1: sodium hydride / N,N-dimethyl-formamide / 0 °C
10.2: 3 h / 0 °C
With pyridine; dmap; sodium azide; sulfuric acid; palladium 10% on activated carbon; water; hydrogen; sodium methylate; sodium hydride; magnesium sulfate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.201200497
Guidance literature:
Multi-step reaction with 4 steps
1.1: triethylamine; dmap / toluene; dichloromethane
2.1: sodium azide / N,N-dimethyl-formamide / 16 h / 85 °C
3.1: water / tetrahydrofuran / 3 h
4.1: sodium hydride / N,N-dimethyl-formamide / 0 °C
4.2: 3 h / 0 °C
With dmap; sodium azide; water; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.201200497
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