3,4,6-tri-O-(p-bromobenzyl)-1,2-O-ethylidene-α-D-galactopyranose

Base Information

• Chemical Name: 3,4,6-tri-O-(p-bromobenzyl)-1,2-O-ethylidene-α-D-galactopyranose
• CAS No.: 112289-43-7
• Molecular Formula: C₂₉H₂₉Br₃O₆
• Molecular Weight: 713.258
• Mol file: 112289-43-7.mol

Synonyms:3,4,6-tri-O-(p-bromobenzyl)-1,2-O-ethylidene-α-D-galactopyranose

Chemical Property of 3,4,6-tri-O-(p-bromobenzyl)-1,2-O-ethylidene-α-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,6-tri-O-(p-bromobenzyl)-1,2-O-ethylidene-α-D-galactopyranose

There total 1 articles about 3,4,6-tri-O-(p-bromobenzyl)-1,2-O-ethylidene-α-D-galactopyranose 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: 84.0%

3,4,6-tri-O-acetyl-1,2-O-ethylidene-α-D-galactopyranose (37679-97-3,38081-36-6,38081-37-7,56687-80-0,56687-81-1,83289-92-3,83289-94-5,83289-95-6,83289-98-9,101144-01-8,101144-02-9,112346-26-6) + 1-bromomethyl-4-bromobenzene (589-15-1) → 3,4,6-tri-O-(p-bromobenzyl)-1,2-O-ethylidene-α-D-galactopyranose (112289-43-7)

Guidance literature:

With potassium hydroxide; In toluene; for 1.66667h; Heating;

DOI:10.1016/0008-6215(87)80217-3

Reference yield: 91.0%

3,4,6-tri-O-(p-bromobenzyl)-1,2-O-ethylidene-α-D-galactopyranose (112289-43-7) → 3,4,6-tri-O-(p-bromobenzyl)-D-galactopyranose

Guidance literature:

With sulfuric acid; In 1,4-dioxane; for 4h; Heating;

DOI:10.1016/0008-6215(87)80217-3

Reference yield:

3,4,6-tri-O-(p-bromobenzyl)-1,2-O-ethylidene-α-D-galactopyranose (112289-43-7) → 1,2-anhydro-3,4,6-tri-O-(p-bromobenzyl)-α-D-galactopyranose (112289-37-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 91 percent / M sulfuric acid / dioxane / 4 h / Heating

2: pyridine

3: 87 percent / hydrogen chloride / diethyl ether / 5 h / Ambient temperature

4: silver fluoride / acetonitrile; benzene / 48 h / Ambient temperature

5: 92 percent / potassium tert-butoxide / tetrahydrofuran / 0.18 h / Heating

With hydrogenchloride; sulfuric acid; potassium tert-butylate; silver fluoride; In tetrahydrofuran; 1,4-dioxane; pyridine; diethyl ether; acetonitrile; benzene;

DOI:10.1016/0008-6215(87)80217-3

upstream raw materials:

3,4,6-tri-O-acetyl-1,2-O-ethylidene-α-D-galactopyranose

1-bromomethyl-4-bromobenzene

Downstream raw materials:

1,2-anhydro-3,4,6-tri-O-(p-bromobenzyl)-α-D-galactopyranose

2-O-acetyl-3,4,6-tri-O-(p-bromobenzyl)-α-D-galactopyranosyl chloride

2-O-acetyl-3,4,6-tri-O-(p-bromobenzyl)-β-D-galactopyranosyl fluoride

2-O-acetyl-3,4,6-tri-O-(p-bromobenzyl)-α-D-galactopyranosyl fluoride