ethyl 3-amino-3-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)propenoate

Base Information

• Chemical Name: ethyl 3-amino-3-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)propenoate
• CAS No.: 421553-98-2
• Molecular Formula: C₃₉H₄₃NO₇
• Molecular Weight: 637.773

Synonyms:ethyl 3-amino-3-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)propenoate

Chemical Property of ethyl 3-amino-3-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)propenoate

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Technology Process of ethyl 3-amino-3-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)propenoate

There total 2 articles about ethyl 3-amino-3-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)propenoate 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: 95.0%

ethyl 3-((2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)-3-oxopropanoate (359017-25-7) → ethyl 3-amino-3-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)propenoate (421553-98-2)

Guidance literature:

DOI:10.1055/s-2002-19321

Reference yield: 86.0%

ethyl bromoacetate (105-36-2) + (3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-carbonitrile → ethyl 3-amino-3-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)propenoate (421553-98-2)

Guidance literature:

With zinc; In tetrahydrofuran; Heating;

DOI:10.1002/1522-2675(200210)85:10<3331::AID-HLCA3331>3.0.CO;2-X

Reference yield: 61.0%

ethyl 2-benzylidene acetoacetate (620-80-4) + ethyl 3-amino-3-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)propenoate (421553-98-2) → 2-Methyl-4-phenyl-6-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester (421554-05-4)

Guidance literature:

With 4 A molecular sieve; In N,N-dimethyl-formamide; at 150 ℃; for 48h;

DOI:10.1055/s-2002-19321

upstream raw materials:

ethyl 3-((2R,3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)-3-oxopropanoate

ethyl bromoacetate

Downstream raw materials:

2-Methyl-4-phenyl-6-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester

diethyl (4S)-2-(2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)-1,4-dihydro-6-methyl-4-phenylpyridine-3,5-dicarboxylate

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