2-ACETAMIDO-2-DEOXY-3-O-(A-L-FUCOPYRANOSYL)-D-GLUCOPYRANOSE

Base Information

• Chemical Name: 2-ACETAMIDO-2-DEOXY-3-O-(A-L-FUCOPYRANOSYL)-D-GLUCOPYRANOSE
• CAS No.: 24876-86-6
• Molecular Formula: C₁₄H₂₅NO₁₀
• Molecular Weight: 367.353
• Hs Code.: 29400090

Synonyms:Glucopyranose,2-acetamido-2-deoxy-3-O-(6-deoxy-b-L-galactopyranosyl)-, a-D- (8CI)

Chemical Property of 2-ACETAMIDO-2-DEOXY-3-O-(A-L-FUCOPYRANOSYL)-D-GLUCOPYRANOSE

Chemical Property:

• Melting Point: 170-173(dec.)
• PSA: 178.17000
• LogP: -3.83490
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

2-Acetamido-2-deoxy-3-O-(a-L-fucopyranosyl)-D-glucopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-ACETAMIDO-2-DEOXY-3-O-(A-L-FUCOPYRANOSYL)-D-GLUCOPYRANOSE

There total 9 articles about 2-ACETAMIDO-2-DEOXY-3-O-(A-L-FUCOPYRANOSYL)-D-GLUCOPYRANOSE 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:

2-Acetamido-3-O-(2,3,4-tri-O-benzyl-β-L-rhamnopyranosyl)-4-O-benzyl-2-desoxy-D-galactopyranose → 2-Acetamido-2-desoxy-3-O-β-L-rhamnopyranosyl-D-galactopyranose (2374-40-5,24876-86-6,50711-21-2,96443-38-8,105927-51-3,110900-97-5,115794-57-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In 1,4-dioxane; methanol; at 25 ℃; for 24h; under 760 Torr; Yield given;

DOI:10.1016/0008-6215(83)88004-5

Reference yield:

2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl bromide (59055-61-7) → 2-Acetamido-2-desoxy-3-O-β-L-rhamnopyranosyl-D-galactopyranose (2374-40-5,24876-86-6,50711-21-2,96443-38-8,105927-51-3,110900-97-5,115794-57-5)

Guidance literature:

Multi-step reaction with 6 steps

1: silver silicate, 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 24 h

2: 4 percent NiCl₂, NaBH₄ / CH₂Cl₂; ethanol / 0.17 h

3: 0.5 h / Ambient temperature

4: trifluoroacetic acid / 24 h / Ambient temperature

5: 1 percent sodium methoxide / methanol / 24 h

6: H₂ / 10 percent Pd/C / dioxane; methanol / 24 h / 25 °C / 760 Torr

With sodium tetrahydroborate; silver silicate; 4 A molecular sieve; hydrogen; sodium methylate; trifluoroacetic acid; nickel dichloride; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dichloromethane; toluene;

DOI:10.1016/0008-6215(83)88004-5

Reference yield:

1,6-anhydro-2-azido-4-O-benzyl-2-deoxy-β-D-galactopyranose (59464-21-0) → 2-Acetamido-2-desoxy-3-O-β-L-rhamnopyranosyl-D-galactopyranose (2374-40-5,24876-86-6,50711-21-2,96443-38-8,105927-51-3,110900-97-5,115794-57-5)

Guidance literature:

Multi-step reaction with 6 steps

1: silver silicate, 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 24 h

2: 4 percent NiCl₂, NaBH₄ / CH₂Cl₂; ethanol / 0.17 h

3: 0.5 h / Ambient temperature

4: trifluoroacetic acid / 24 h / Ambient temperature

5: 1 percent sodium methoxide / methanol / 24 h

6: H₂ / 10 percent Pd/C / dioxane; methanol / 24 h / 25 °C / 760 Torr

With sodium tetrahydroborate; silver silicate; 4 A molecular sieve; hydrogen; sodium methylate; trifluoroacetic acid; nickel dichloride; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dichloromethane; toluene;

DOI:10.1016/0008-6215(83)88004-5

upstream raw materials:

2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl bromide

1,6-anhydro-2-azido-4-O-benzyl-2-deoxy-β-D-galactopyranose

2-Acetamido-1,6-anhydro-4-O-benzyl-2-desoxy-3-O-(2,3,4-tri-O-benzyl-β-L-rhamnopyranosyl)-β-D-galactopyranosid

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