(2S,3R,4E)-3-benzoyloxy-2-hexadecanoylamino-1-(2-O-benzoyl-4-O-acetyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranosyloxy)-4-octadecene

Base Information

Chemical Name:(2S,3R,4E)-3-benzoyloxy-2-hexadecanoylamino-1-(2-O-benzoyl-4-O-acetyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranosyloxy)-4-octadecene
CAS No.:172281-51-5
Molecular Formula:C₆₂H₁₀₁NO₁₁Si
Molecular Weight:1064.57
Hs Code.:

Synonyms:(2S,3R,4E)-3-benzoyloxy-2-hexadecanoylamino-1-(2-O-benzoyl-4-O-acetyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranosyloxy)-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)-3-benzoyloxy-2-hexadecanoylamino-1-(2-O-benzoyl-4-O-acetyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranosyloxy)-4-octadecene

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Technology Process of (2S,3R,4E)-3-benzoyloxy-2-hexadecanoylamino-1-(2-O-benzoyl-4-O-acetyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranosyloxy)-4-octadecene

There total 1 articles about (2S,3R,4E)-3-benzoyloxy-2-hexadecanoylamino-1-(2-O-benzoyl-4-O-acetyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranosyloxy)-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:

: 78-39-7
Triethyl orthoacetate

: (2S,3R,4E)-3-Benzoyloxy-2-hexadecanoylamino-1-(2-O-benzoyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranosyloxy)-4-octadecene

: 172281-51-5
(2S,3R,4E)-3-benzoyloxy-2-hexadecanoylamino-1-(2-O-benzoyl-4-O-acetyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranosyloxy)-4-octadecene

Guidance literature:: With toluene-4-sulfonic acid; acetic acid; Multistep reaction; 1.) benzene, 22 deg C, 1 h, 2.) CH₂Cl₂, 22 deg C, 15 min;
DOI:10.1021/jm9606960

Reference yield:

: 172281-51-5
(2S,3R,4E)-3-benzoyloxy-2-hexadecanoylamino-1-(2-O-benzoyl-4-O-acetyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranosyloxy)-4-octadecene

: 172281-52-6
(2S,3R,4E)-3-(benzoyloxy)-2-(hexadecanoylamino)-1-[(2-O-benzoyl-4-O-acetyl-β-D-galactopyranosyl)oxy]-4-octadecene

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 36h;
DOI:10.1021/jm9606960

Reference yield:

: 172281-51-5
(2S,3R,4E)-3-benzoyloxy-2-hexadecanoylamino-1-(2-O-benzoyl-4-O-acetyl-6-O-tert-butyldimethylsilyl-β-D-galactopyranosyloxy)-4-octadecene

: (2S,3R,4E)-3-(benzoyloxy)-2-(hexadecanoylamino)-1-{[2-O-benzoyl-4-O-acetyl-3,6-bis-O-(sodium oxysulfonyl)-β-D-galactopyranosyl]oxy}-4-octadecene

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutylammonium fluoride / tetrahydrofuran / 36 h / 0 °C

2: 77 percent / SO₃*pyridine, pyridine / 2.5 h / 22 °C

With pyridine; pyridine-SO₃ complex; tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1021/jm9606960