Diethyl 4-chloro-α-<(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino>benzylphosphonate

Base Information

• Chemical Name: Diethyl 4-chloro-α-<(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino>benzylphosphonate
• CAS No.: 141330-73-6
• Molecular Formula: C₃₇H₅₉ClNO₁₂P
• Molecular Weight: 776.302

Synonyms:Diethyl 4-chloro-α-<(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino>benzylphosphonate

Chemical Property of Diethyl 4-chloro-α-<(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino>benzylphosphonate

Chemical Property:

Purity/Quality:

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Technology Process of Diethyl 4-chloro-α-<(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino>benzylphosphonate

There total 2 articles about Diethyl 4-chloro-α-<(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino>benzylphosphonate 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:

4-chloro-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine (121784-63-2) + phosphonic acid diethyl ester (762-04-9) → Diethyl 4-chloro-α-<(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino>benzylphosphonate (141330-73-6) + Diethyl 4-chloro-α-<(2,3,4,6-tetra-O-pivaloyl-α-D-galactopyranosyl)amino>benzylphosphonate (141330-78-1) + Diethyl 4-chloro-α-<(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino>benzylphosphonate (141330-77-0) + Diethyl 4-chloro-α-<(2,3,4,6-tetra-O-pivaloyl-α-D-galactopyranosyl)amino>benzylphosphonate (141330-79-2)

Guidance literature:

With tin(IV) chloride; In tetrahydrofuran; Yield given. Yields of byproduct given. Title compound not separated from byproducts; 1.) -15 deg C, 6 h, 2.) rt, 24 h;

DOI:10.1055/s-1992-34155

Reference yield:

4-chlorobenzaldehyde (104-88-1) + tetra-O-pivaloyl-β-D-galactopyranosylamine (108342-87-6) + phosphonic acid diethyl ester (762-04-9) → Diethyl 4-chloro-α-<(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino>benzylphosphonate (141330-73-6) + Diethyl 4-chloro-α-<(2,3,4,6-tetra-O-pivaloyl-α-D-galactopyranosyl)amino>benzylphosphonate (141330-78-1) + Diethyl 4-chloro-α-<(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino>benzylphosphonate (141330-77-0) + Diethyl 4-chloro-α-<(2,3,4,6-tetra-O-pivaloyl-α-D-galactopyranosyl)amino>benzylphosphonate (141330-79-2)

Guidance literature:

With tin(IV) chloride; In tetrahydrofuran; at 0 ℃; for 24h; other substrates, other aldehydes, other time;

DOI:10.1055/s-1992-34155

Reference yield: 82.0%

Diethyl 4-chloro-α-<(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino>benzylphosphonate (141330-73-6) → C17H27ClNO8P (1158344-11-6)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 48h;

DOI:10.1002/adsc.200800406

upstream raw materials:

4-chlorobenzaldehyde

tetra-O-pivaloyl-β-D-galactopyranosylamine

phosphonic acid diethyl ester

4-chloro-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine

Downstream raw materials:

C₁₇H₂₇ClNO₈P

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