(2R,3R,4R,5R,6R)-6-(5-Azido-pentyloxymethyl)-4,5-bis-benzyloxy-2-(2-naphthalen-2-yl-ethoxy)-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3R,4R,5R,6R)-6-(5-Azido-pentyloxymethyl)-4,5-bis-benzyloxy-2-(2-naphthalen-2-yl-ethoxy)-tetrahydro-pyran-3-ol
CAS No.:850249-50-2
Molecular Formula:C₃₇H₄₃N₃O₆
Molecular Weight:625.765
Hs Code.:

Synonyms:(2R,3R,4R,5R,6R)-6-(5-Azido-pentyloxymethyl)-4,5-bis-benzyloxy-2-(2-naphthalen-2-yl-ethoxy)-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3R,4R,5R,6R)-6-(5-Azido-pentyloxymethyl)-4,5-bis-benzyloxy-2-(2-naphthalen-2-yl-ethoxy)-tetrahydro-pyran-3-ol

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Technology Process of (2R,3R,4R,5R,6R)-6-(5-Azido-pentyloxymethyl)-4,5-bis-benzyloxy-2-(2-naphthalen-2-yl-ethoxy)-tetrahydro-pyran-3-ol

There total 3 articles about (2R,3R,4R,5R,6R)-6-(5-Azido-pentyloxymethyl)-4,5-bis-benzyloxy-2-(2-naphthalen-2-yl-ethoxy)-tetrahydro-pyran-3-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:

: 170219-37-1
3,4-di-O-benzyl-6-O-(5'-azidopentyl)-β-D-glucal

: 1485-07-0
naphthalen-2-ethanol

: 850249-50-2
(2R,3R,4R,5R,6R)-6-(5-Azido-pentyloxymethyl)-4,5-bis-benzyloxy-2-(2-naphthalen-2-yl-ethoxy)-tetrahydro-pyran-3-ol

Guidance literature:: 3,4-di-O-benzyl-6-O-(5'-azidopentyl)-β-D-glucal; In dichloromethane;

naphthalen-2-ethanol; With zinc(II) chloride; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 48h;
DOI:10.1021/ol050119i

Reference yield:

: 170220-11-8
5-azido-1-pentanol

: 850249-50-2
(2R,3R,4R,5R,6R)-6-(5-Azido-pentyloxymethyl)-4,5-bis-benzyloxy-2-(2-naphthalen-2-yl-ethoxy)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,6-di-t-butyl-4-methylpyridine / CH₂Cl₂ / 0.25 h / 0 °C

2.1: 342 mg / NaH / diethyl ether / 4 h / 20 °C

3.1: DMDO / CH₂Cl₂

3.2: 181.9 mg / ZnCl₂ / tetrahydrofuran; diethyl ether / 48 h / -78 - 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; sodium hydride; In diethyl ether; dichloromethane;
DOI:10.1021/ol050119i

Reference yield:

: 170220-06-1
5-azidopentyl trifluoromethanesulfonate

: 850249-50-2
(2R,3R,4R,5R,6R)-6-(5-Azido-pentyloxymethyl)-4,5-bis-benzyloxy-2-(2-naphthalen-2-yl-ethoxy)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 342 mg / NaH / diethyl ether / 4 h / 20 °C

2.1: DMDO / CH₂Cl₂

2.2: 181.9 mg / ZnCl₂ / tetrahydrofuran; diethyl ether / 48 h / -78 - 20 °C

With sodium hydride; In diethyl ether; dichloromethane;
DOI:10.1021/ol050119i