1,4-anhydro-3,5,6-tri-O-benzyl-D-tagatose diethyl acetal

Base Information

• Chemical Name: 1,4-anhydro-3,5,6-tri-O-benzyl-D-tagatose diethyl acetal
• CAS No.: 903876-38-0
• Molecular Formula: C₃₁H₃₈O₆
• Molecular Weight: 506.639
• Mol file: 903876-38-0.mol

Synonyms:1,4-anhydro-3,5,6-tri-O-benzyl-D-tagatose diethyl acetal

Chemical Property of 1,4-anhydro-3,5,6-tri-O-benzyl-D-tagatose diethyl acetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-anhydro-3,5,6-tri-O-benzyl-D-tagatose diethyl acetal

There total 10 articles about 1,4-anhydro-3,5,6-tri-O-benzyl-D-tagatose diethyl acetal 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: 92.0%

1,4-anhydro-3,5,6-tri-O-benzyl-D-tagatose (903876-37-9) + ethanol (64-17-5) → 1,4-anhydro-3,5,6-tri-O-benzyl-D-tagatose diethyl acetal (903876-38-0)

Guidance literature:

With toluene-4-sulfonic acid; at 20 ℃;

DOI:10.1016/j.carres.2006.03.001

Reference yield:

1,4-anhydro-3,5,6-tri-O-benzyl-D-galactitol (903876-36-8) → 1,4-anhydro-3,5,6-tri-O-benzyl-D-tagatose diethyl acetal (903876-38-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 20 °C

2: 92 percent / p-toluenesulfonic acid monohydrate / 20 °C

With Dess-Martin periodane; toluene-4-sulfonic acid; In dichloromethane;

DOI:10.1016/j.carres.2006.03.001

Reference yield:

3,5,6-tri-O-benzyl-1,2-O-isopropylidene-4-O-tosyl-D-glucitol (903876-34-6) → 1,4-anhydro-3,5,6-tri-O-benzyl-D-tagatose diethyl acetal (903876-38-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / p-toluenesulfonic acid monohydrate / acetonitrile; H₂O / 16 h / 20 °C

2: 86 percent / Et₃N / CH₂Cl₂ / 48 h / 40 °C

3: 89 percent / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 20 °C

4: 92 percent / p-toluenesulfonic acid monohydrate / 20 °C

With Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; In dichloromethane; water; acetonitrile;

DOI:10.1016/j.carres.2006.03.001

upstream raw materials:

1,4-anhydro-3,5,6-tri-O-benzyl-D-tagatose

ethanol

1,4-anhydro-3,5,6-tri-O-benzyl-D-galactitol

3,5,6-tri-O-benzyl-1,2-O-isopropylidene-4-O-tosyl-D-glucitol

Refernces