3-azido-1-(4-(5-O-benzyl-3-O-methylene-1,2-O-isopropylidene-α-D-xylofuranose)-1H-1,2,3-triazol-1-yl)propan-2-ol

Base Information

Chemical Name:3-azido-1-(4-(5-O-benzyl-3-O-methylene-1,2-O-isopropylidene-α-D-xylofuranose)-1H-1,2,3-triazol-1-yl)propan-2-ol
CAS No.:1612222-39-5
Molecular Formula:C₂₁H₂₈N₆O₆
Molecular Weight:460.49
Hs Code.:

Synonyms:3-azido-1-(4-(5-O-benzyl-3-O-methylene-1,2-O-isopropylidene-α-D-xylofuranose)-1H-1,2,3-triazol-1-yl)propan-2-ol

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Chemical Property of 3-azido-1-(4-(5-O-benzyl-3-O-methylene-1,2-O-isopropylidene-α-D-xylofuranose)-1H-1,2,3-triazol-1-yl)propan-2-ol

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Technology Process of 3-azido-1-(4-(5-O-benzyl-3-O-methylene-1,2-O-isopropylidene-α-D-xylofuranose)-1H-1,2,3-triazol-1-yl)propan-2-ol

There total 2 articles about 3-azido-1-(4-(5-O-benzyl-3-O-methylene-1,2-O-isopropylidene-α-D-xylofuranose)-1H-1,2,3-triazol-1-yl)propan-2-ol 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: 50.0%

: 1612222-32-8
5-O-benzyl-1,2-O-isopropylidine-3-O-(2-propyn-1-yl)-α-D-xylofuranose

: 106-89-8,24969-06-0,13403-37-7
epichlorohydrin

: 1612222-39-5
3-azido-1-(4-(5-O-benzyl-3-O-methylene-1,2-O-isopropylidene-α-D-xylofuranose)-1H-1,2,3-triazol-1-yl)propan-2-ol

Guidance literature:: With sodium azide; Cu*O₄S^(2-)*5H₂O; sodium L-ascorbate; In water; at 20 ℃; regioselective reaction; Inert atmosphere;
DOI:10.1021/jo500890w

Reference yield:

: 23202-83-7,2592-42-9
5-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

: 1612222-39-5
3-azido-1-(4-(5-O-benzyl-3-O-methylene-1,2-O-isopropylidene-α-D-xylofuranose)-1H-1,2,3-triazol-1-yl)propan-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

1.2: 12 h / 0 - 20 °C / Inert atmosphere

2.1: sodium azide; Cu*O₄S^(2-)*5H₂O; sodium L-ascorbate / water / 20 °C / Inert atmosphere

With sodium azide; Cu*O₄S^(2-)*5H₂O; sodium hydride; sodium L-ascorbate; In water; N,N-dimethyl-formamide;
DOI:10.1021/jo500890w

Reference yield: 88.0%

: 434-03-7
levonorgestrel

: 1612222-39-5
3-azido-1-(4-(5-O-benzyl-3-O-methylene-1,2-O-isopropylidene-α-D-xylofuranose)-1H-1,2,3-triazol-1-yl)propan-2-ol

: C₄₂H₅₆N₆O₈

Guidance literature:: With copper(l) iodide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 10h; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.carres.2014.09.001