tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-heptyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate

Base Information

Chemical Name:tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-heptyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate
CAS No.:1456899-56-1
Molecular Formula:C₂₇H₄₂N₄O₅
Molecular Weight:502.654
Hs Code.:

Synonyms:tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-heptyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate

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Chemical Property of tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-heptyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate

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Technology Process of tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-heptyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate

There total 4 articles about tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-heptyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate 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: 79.0%

: 44961-22-0
1-azidoheptane

: 1456899-55-0
tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran-3-yl)carbamate

: 1456899-56-1
tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-heptyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate

Guidance literature:: tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran-3-yl)carbamate; With copper(II) sulfate; sodium L-ascorbate; In tetrahydrofuran; water; at 20 ℃; for 0.166667h;

1-azidoheptane; In tetrahydrofuran; water; at 20 ℃; for 2h;
DOI:10.1016/j.ejmech.2014.03.022

Reference yield:

: 1456899-54-9
(2S,3S,4S)-4-azido-3-(benzyloxy)-2-((prop-2-yn-1-yloxy)methyl)tetrahydrofuran

: 1456899-56-1
tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-heptyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triphenylphosphine / tetrahydrofuran; water / 12 h / 65 °C

1.2: 2 h / 20 °C

2.1: copper(II) sulfate; sodium L-ascorbate / tetrahydrofuran; water / 0.17 h / 20 °C

2.2: 2 h / 20 °C

With copper(II) sulfate; sodium L-ascorbate; triphenylphosphine; In tetrahydrofuran; water; 1.1: |Staudinger Azide Reduction;
DOI:10.1016/j.ejmech.2014.03.022

Reference yield:

: 876917-12-3
(2R,3S,4S)-4-azido-3-benzyloxytetrahydrofuran-2-carbaldehyde

: 1456899-56-1
tert-butyl ((3S,4S,5S)-4-(benzyloxy)-5-(((1-heptyl-1H-1,2,3-triazol-4-yl)methoxy)methyl)tetrahydrofuran-3-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium borohydride / ethanol / 5 h / 20 °C / Cooling with ice

2.1: sodium hydroxide / acetonitrile / 4 h / 80 °C

3.1: triphenylphosphine / tetrahydrofuran; water / 12 h / 65 °C

3.2: 2 h / 20 °C

4.1: copper(II) sulfate; sodium L-ascorbate / tetrahydrofuran; water / 0.17 h / 20 °C

4.2: 2 h / 20 °C

With potassium borohydride; copper(II) sulfate; sodium L-ascorbate; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; ethanol; water; acetonitrile; 3.1: |Staudinger Azide Reduction;
DOI:10.1016/j.ejmech.2014.03.022