(2S,3R,4E)-2-(4-carboxymethyl-2-nitrobenzyloxycarbonylamino)-3-hydroxy-1-[4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranosyloxy]-4-octadecene

Base Information

Chemical Name:(2S,3R,4E)-2-(4-carboxymethyl-2-nitrobenzyloxycarbonylamino)-3-hydroxy-1-[4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranosyloxy]-4-octadecene
CAS No.:212124-64-6
Molecular Formula:C₅₄H₇₈N₂O₂₅
Molecular Weight:1155.21
Hs Code.:

(2S,3R,4E)-2-(4-carboxymethyl-2-nitrobenzyloxycarbonylamino)-3-hydroxy-1-[4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranosyloxy]-4-octadecene

Synonyms:(2S,3R,4E)-2-(4-carboxymethyl-2-nitrobenzyloxycarbonylamino)-3-hydroxy-1-[4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranosyloxy]-4-octadecene

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Chemical Property of (2S,3R,4E)-2-(4-carboxymethyl-2-nitrobenzyloxycarbonylamino)-3-hydroxy-1-[4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranosyloxy]-4-octadecene

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Technology Process of (2S,3R,4E)-2-(4-carboxymethyl-2-nitrobenzyloxycarbonylamino)-3-hydroxy-1-[4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranosyloxy]-4-octadecene

There total 1 articles about (2S,3R,4E)-2-(4-carboxymethyl-2-nitrobenzyloxycarbonylamino)-3-hydroxy-1-[4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranosyloxy]-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: 11.1%

: 4753-07-5
2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide

: (2S,3R,4E)-2-(4-carboxymethyl-2-nitrobenzyloxycarbonylamino)-1,3-dihydroxy-octadecene

: 212124-64-6
(2S,3R,4E)-2-(4-carboxymethyl-2-nitrobenzyloxycarbonylamino)-3-hydroxy-1-[4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranosyloxy]-4-octadecene

: 212124-65-7
(2S,3R,4E)-2-(4-carboxymethyl-2-nitrobenzyloxycarbonylamino)-1-hydroxy-3-[4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranosyloxy]-4-octadecene

Guidance literature:: With mercury(II) cyanide; In nitromethane; benzene; at 60 ℃;
DOI:10.1016/S0009-3084(98)00008-5

Reference yield: 96.0%

: 212124-64-6
(2S,3R,4E)-2-(4-carboxymethyl-2-nitrobenzyloxycarbonylamino)-3-hydroxy-1-[4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranosyloxy]-4-octadecene

: 132363-81-6
(2S,3R,4E)-2-(4-carboxymethyl-2-nitrobenzyloxycarbonylamino)-1-[4-O-(β-D-galactopyranosyl)-β-D-glucopyranosyloxy]-3-hydroxy-4-octadecene

Guidance literature:: With methanol; sodium methylate; In dichloromethane; for 0.416667h;
DOI:10.1016/S0009-3084(98)00008-5

Reference yield:

: 212124-64-6
(2S,3R,4E)-2-(4-carboxymethyl-2-nitrobenzyloxycarbonylamino)-3-hydroxy-1-[4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranosyloxy]-4-octadecene

: (5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2-3)-β-D-galactopyranosyl-(1-4)-β-D-glucopyranosyloxy-(1-1)-(2S,3R,4E)-2-(4-carboxymethyl-2-nitrobenzyloxycarbonylamino)-3-hydroxy-4-octadecene

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / NaOMe, MeOH / CH₂Cl₂ / 0.42 h

2: 67.1 percent / calf intestinal alkaline phosphatase, Galβ-1,4GlcNAcα-2,3-(N)-sialyltransferase, α-lactalbumin, aq. sodium cacodilate, Triton X-100 / 72 h / 37 °C

With calf intestinal alkaline phosphatase; methanol; Galβ-1,4GlcNAcα-2,3-(N)-sialyltransferase; sodium methylate; sodium cacodylate; Triton X-100; α-lactalbumin; In dichloromethane;
DOI:10.1016/S0009-3084(98)00008-5