(2S,3R,4E)-2-amino-3-O-para-methoxybenzyl-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-4-octadecene

Base Information

Chemical Name:(2S,3R,4E)-2-amino-3-O-para-methoxybenzyl-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-4-octadecene
CAS No.:853055-35-3
Molecular Formula:C₆₀H₇₉NO₈
Molecular Weight:942.289
Hs Code.:

Synonyms:(2S,3R,4E)-2-amino-3-O-para-methoxybenzyl-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-4-octadecene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,4E)-2-amino-3-O-para-methoxybenzyl-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-4-octadecene

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Technology Process of (2S,3R,4E)-2-amino-3-O-para-methoxybenzyl-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-4-octadecene

There total 8 articles about (2S,3R,4E)-2-amino-3-O-para-methoxybenzyl-1-O-(2,3,4,6-tetra-O-benzyl-α-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: 88.0%

: 853055-33-1
(2S,3R,4E)-2-azido-3-O-para-methoxybenzyl-1-O-(2,3,4,6-tetra-O-benzyl-D-galactopyranosyl)-4-octadecene

: 853055-35-3
(2S,3R,4E)-2-amino-3-O-para-methoxybenzyl-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-4-octadecene

Guidance literature:: With pyridine; sodium sulfide; sulfuric acid; at 20 ℃; for 16h;
DOI:10.1021/ol050659f

Reference yield:

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

: 853055-35-3
(2S,3R,4E)-2-amino-3-O-para-methoxybenzyl-1-O-(2,3,4,6-tetra-O-benzyl-α-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 / 1.5 h / 65 °C

3: 88 percent / Na₂S; aq. H₂SO₄; pyridine / 16 h / 20 °C

With pyridine; methanol; sodium sulfide; 4 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In toluene; benzene;
DOI:10.1021/ol050659f

Reference yield:

: 53008-62-1,53008-61-0
2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl iodide

: 853055-35-3
(2S,3R,4E)-2-amino-3-O-para-methoxybenzyl-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-4-octadecene

Guidance literature:: Multi-step reaction with 2 steps

1: 151 mg / 4 Angstroem molecular sieves; TBAI; DIPEA / benzene / 1.5 h / 65 °C

2: 88 percent / Na₂S; aq. H₂SO₄; pyridine / 16 h / 20 °C

With pyridine; sodium sulfide; 4 A molecular sieve; sulfuric acid; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In benzene;
DOI:10.1021/ol050659f