bis-(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)hydroxymethyl)acetoxymethyl-N-(benzyloxycarbonyl)glycyl aminomethane

Base Information

• Chemical Name: bis-(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)hydroxymethyl)acetoxymethyl-N-(benzyloxycarbonyl)glycyl aminomethane
• CAS No.: 151753-74-1
• Molecular Formula: C₄₄H₅₈N₂O₂₅
• Molecular Weight: 1014.94

Synonyms:bis-(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)hydroxymethyl)acetoxymethyl-N-(benzyloxycarbonyl)glycyl aminomethane

Chemical Property of bis-(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)hydroxymethyl)acetoxymethyl-N-(benzyloxycarbonyl)glycyl aminomethane

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Technology Process of bis-(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)hydroxymethyl)acetoxymethyl-N-(benzyloxycarbonyl)glycyl aminomethane

There total 2 articles about bis-(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)hydroxymethyl)acetoxymethyl-N-(benzyloxycarbonyl)glycyl aminomethane 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: 75.0%

1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose (3068-32-4) + N-[1,1-bis(hydroxymethyl)-2-acetoxyethyl]-Nα-(benzyloxycarbonyl)glycinamide (151734-51-9) → bis-(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)hydroxymethyl)acetoxymethyl-N-(benzyloxycarbonyl)glycyl aminomethane (151753-74-1)

Guidance literature:

With mercury(II) cyanide; In acetonitrile; at 30 ℃; ultrasound;

DOI:10.1016/S0040-4039(00)60523-3

Reference yield: 72.0%

N-[1,1-bis(hydroxymethyl)-2-acetoxyethyl]-Nα-(benzyloxycarbonyl)glycinamide (151734-51-9) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → bis-(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)hydroxymethyl)acetoxymethyl-N-(benzyloxycarbonyl)glycyl aminomethane (151753-74-1)

Guidance literature:

With mercury(II) cyanide; In acetonitrile; ultrasonication;

DOI:10.1016/S0040-4039(00)76654-8

Reference yield: 100.0%

bis-(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)hydroxymethyl)acetoxymethyl-N-(benzyloxycarbonyl)glycyl aminomethane (151753-74-1) → {[1-Hydroxymethyl-2-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-1-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-ethylcarbamoyl]-methyl}-carbamic acid benzyl ester

Guidance literature:

With sodium methylate; In methanol; at 20 ℃;

DOI:10.1016/S0040-4039(00)60523-3

upstream raw materials:

1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose

N-[1,1-bis(hydroxymethyl)-2-acetoxyethyl]-N^α-(benzyloxycarbonyl)glycinamide

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

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