(2S,3R,4E)-2-azido-3-O-para-methoxybenzyl-1-O-D-galactopyranosyl-4-octadecene

Base Information

Chemical Name:(2S,3R,4E)-2-azido-3-O-para-methoxybenzyl-1-O-D-galactopyranosyl-4-octadecene
CAS No.:853055-39-7
Molecular Formula:C₃₂H₅₃N₃O₈
Molecular Weight:607.788
Hs Code.:

Synonyms:(2S,3R,4E)-2-azido-3-O-para-methoxybenzyl-1-O-D-galactopyranosyl-4-octadecene

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Chemical Property of (2S,3R,4E)-2-azido-3-O-para-methoxybenzyl-1-O-D-galactopyranosyl-4-octadecene

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Technology Process of (2S,3R,4E)-2-azido-3-O-para-methoxybenzyl-1-O-D-galactopyranosyl-4-octadecene

There total 8 articles about (2S,3R,4E)-2-azido-3-O-para-methoxybenzyl-1-O-D-galactopyranosyl-4-octadecene 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:

: (2S,3R,4S,5S,6R)-2-[(E)-(2S,3R)-2-Azido-3-(4-methoxy-benzyloxy)-octadec-4-enyloxy]-3,4,5-tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran

: 853055-39-7
(2S,3R,4E)-2-azido-3-O-para-methoxybenzyl-1-O-D-galactopyranosyl-4-octadecene

Guidance literature:: With Dowex(R) 50WX₈-200; In methanol; for 0.75h; Heating;
DOI:10.1021/ol050659f

Reference yield:

: (3R,4S,5S,6R)-2-Iodo-3,4,5-tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran

: 853055-39-7
(2S,3R,4E)-2-azido-3-O-para-methoxybenzyl-1-O-D-galactopyranosyl-4-octadecene

Guidance literature:: Multi-step reaction with 2 steps

1: 151 mg / 4 Angstroem molecular sieves; TBAI; DIPEA / benzene / 0.75 h / 65 °C

2: 50 mg / Dowex(R) 50WX₈-200 / methanol / 0.75 h / Heating

With 4 A molecular sieve; Dowex(R) 50WX₈-200; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In methanol; benzene;
DOI:10.1021/ol050659f

Reference yield:

: 2-azido-3-(4-methoxybenzyloxy)-1-trityloxyoctadec-4-en-1-ol

: 853055-39-7
(2S,3R,4E)-2-azido-3-O-para-methoxybenzyl-1-O-D-galactopyranosyl-4-octadecene

Guidance literature:: Multi-step reaction with 3 steps

1: 421 mg / BF₃*Et₂O; MeOH / toluene / 6 h / 20 °C

2: 151 mg / 4 Angstroem molecular sieves; TBAI; DIPEA / benzene / 0.75 h / 65 °C

3: 50 mg / Dowex(R) 50WX₈-200 / methanol / 0.75 h / Heating

With methanol; 4 A molecular sieve; Dowex(R) 50WX₈-200; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In methanol; toluene; benzene;
DOI:10.1021/ol050659f