(2E)-5-[(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino]-5-(o-bromophenyl)-pent-2-enal

Base Information

Chemical Name:(2E)-5-[(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino]-5-(o-bromophenyl)-pent-2-enal
CAS No.:1438284-45-7
Molecular Formula:C₃₇H₅₄BrNO₁₀
Molecular Weight:752.74
Hs Code.:

Synonyms:(2E)-5-[(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino]-5-(o-bromophenyl)-pent-2-enal

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Chemical Property of (2E)-5-[(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino]-5-(o-bromophenyl)-pent-2-enal

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Technology Process of (2E)-5-[(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino]-5-(o-bromophenyl)-pent-2-enal

There total 2 articles about (2E)-5-[(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino]-5-(o-bromophenyl)-pent-2-enal 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: 92.0%

: 63383-46-0
1-(trimethylsiloxy)-1,3-butadiene

: 1158344-37-6
C₃₃H₄₈BrNO₉

: 1438284-45-7
(2E)-5-[(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino]-5-(o-bromophenyl)-pent-2-enal

Guidance literature:: With aluminum (III) chloride; In tetrahydrofuran; at -50 ℃; for 46h; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.carres.2013.03.020

Reference yield:

: 108342-87-6
tetra-O-pivaloyl-β-D-galactopyranosylamine

: 6630-33-7
ortho-bromobenzaldehyde

: 1438284-45-7
(2E)-5-[(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino]-5-(o-bromophenyl)-pent-2-enal

Guidance literature:: Multi-step reaction with 2 steps

1: acetic acid / isopropyl alcohol / 0.5 h / 20 °C / Inert atmosphere

2: aluminum (III) chloride / tetrahydrofuran / 46 h / -50 °C / Inert atmosphere

With aluminum (III) chloride; acetic acid; In tetrahydrofuran; isopropyl alcohol; 2: |Mannich Aminomethylation;
DOI:10.1016/j.carres.2013.03.020