Ethyl-O-(2,3,4,6-tetra-O-di-<α,α-D₂>benzyl-β-D-galactopyranosyl)-(1->3)-2-azido-2-desoxy-4-O-di-<α,α-D₂>benzyl-1-thio-β-D-galactopyranosid

Base Information

• Chemical Name: Ethyl-O-(2,3,4,6-tetra-O-di-<α,α-D₂>benzyl-β-D-galactopyranosyl)-(1->3)-2-azido-2-desoxy-4-O-di-<α,α-D₂>benzyl-1-thio-β-D-galactopyranosid
• CAS No.: 110797-55-2
• Molecular Formula: C₄₉H₅₅N₃O₉S
• Molecular Weight: 871.977

Synonyms:Ethyl-O-(2,3,4,6-tetra-O-di-<α,α-D₂>benzyl-β-D-galactopyranosyl)-(1->3)-2-azido-2-desoxy-4-O-di-<α,α-D₂>benzyl-1-thio-β-D-galactopyranosid

Chemical Property of Ethyl-O-(2,3,4,6-tetra-O-di-<α,α-D₂>benzyl-β-D-galactopyranosyl)-(1->3)-2-azido-2-desoxy-4-O-di-<α,α-D₂>benzyl-1-thio-β-D-galactopyranosid

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Technology Process of Ethyl-O-(2,3,4,6-tetra-O-di-<α,α-D₂>benzyl-β-D-galactopyranosyl)-(1->3)-2-azido-2-desoxy-4-O-di-<α,α-D₂>benzyl-1-thio-β-D-galactopyranosid

There total 6 articles about Ethyl-O-(2,3,4,6-tetra-O-di-<α,α-D₂>benzyl-β-D-galactopyranosyl)-(1->3)-2-azido-2-desoxy-4-O-di-<α,α-D₂>benzyl-1-thio-β-D-galactopyranosid 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: 66.0%

Ethyl-O-(2,3,4,6-tetra-O-di-<α,α-D2>benzyl-β-D-galactopyranosyl)-(1->3)-2-azido-2-desoxy-4-O-di-<α,α-D2>benzyl-6-O-trityl-1-thio-β-D-galactopyranosid (110797-54-1) → Ethyl-O-(2,3,4,6-tetra-O-di-<α,α-D2>benzyl-β-D-galactopyranosyl)-(1->3)-2-azido-2-desoxy-4-O-di-<α,α-D2>benzyl-1-thio-β-D-galactopyranosid (110797-55-2)

Guidance literature:

With formic acid; In diethyl ether; for 0.5h;

Reference yield:

[1',1'-2H2]benzyl bromide (51271-29-5) → Ethyl-O-(2,3,4,6-tetra-O-di-<α,α-D2>benzyl-β-D-galactopyranosyl)-(1->3)-2-azido-2-desoxy-4-O-di-<α,α-D2>benzyl-1-thio-β-D-galactopyranosid (110797-55-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) 4 h, 0 deg C

2: 66 percent / 100percent formic acid / diethyl ether / 0.5 h

With formic acid; sodium hydride; In diethyl ether;

Reference yield:

O-(2,3,4,6-Tetra-O-p-toluyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-azido-2-desoxy-α-D-galactopyranosylbromid (110797-49-4) → Ethyl-O-(2,3,4,6-tetra-O-di-<α,α-D2>benzyl-β-D-galactopyranosyl)-(1->3)-2-azido-2-desoxy-4-O-di-<α,α-D2>benzyl-1-thio-β-D-galactopyranosid (110797-55-2)

Guidance literature:

Multi-step reaction with 4 steps

2: 79 percent / 4-(dimethylamino)pyridine / pyridine / 6 h / 80 °C

3: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) 4 h, 0 deg C

4: 66 percent / 100percent formic acid / diethyl ether / 0.5 h

With dmap; formic acid; sodium hydride; In pyridine; diethyl ether;

upstream raw materials:

Ethyl-O-(2,3,4,6-tetra-O-di-<α,α-D₂>benzyl-β-D-galactopyranosyl)-(1->3)-2-azido-2-desoxy-4-O-di-<α,α-D₂>benzyl-6-O-trityl-1-thio-β-D-galactopyranosid

[1',1'-2H₂]benzyl bromide

Ethyl-O-(2,3,4,6-tetra-O-p-toluyl-β-D-galactopyranosyl)-(1->3)-2-azido-2-desoxy-1-thio-β-D-galactopyranosid

O-(2,3,4,6-Tetra-O-p-toluyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-azido-2-desoxy-α-D-galactopyranosylbromid

Downstream raw materials:

Ethyl-O-(2,3,4,6-tetra-O-di-<α,α-D₂>benzyl-β-D-galactopyranosyl)-(1->3)-O-<(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->6)>-2-azido-2-desoxy-4-O-<α,α-D₂>benzyl-1-thio-β-D-galactopyranosid

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