Benzyl-6-O-(2-acetamido-2-desoxy-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranosid

Base Information

• Chemical Name: Benzyl-6-O-(2-acetamido-2-desoxy-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranosid
• CAS No.: 85339-03-3
• Molecular Formula: C₄₂H₄₉NO₁₁
• Molecular Weight: 743.851
• Mol file: 85339-03-3.mol

Synonyms:Benzyl-6-O-(2-acetamido-2-desoxy-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranosid

Chemical Property of Benzyl-6-O-(2-acetamido-2-desoxy-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranosid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl-6-O-(2-acetamido-2-desoxy-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranosid

There total 7 articles about Benzyl-6-O-(2-acetamido-2-desoxy-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranosid 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: 93.9%

Benzyl-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranosid (85339-02-2) → Benzyl-6-O-(2-acetamido-2-desoxy-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranosid (85339-03-3)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 14h;

DOI:10.1016/0008-6215(83)88236-6

Reference yield:

benzyl 4,6-O-benzylidene-α-D-glucopyranoside (186697-04-1) → Benzyl-6-O-(2-acetamido-2-desoxy-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranosid (85339-03-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 85.5 percent / sodium hydride / dimethylformamide / 4 h / 0 °C

2: 92.1 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / 1 h

3: 1.) molecular sieves (4A) / 2.) silver oxyde, cadmium carbonate / 1.) methylene dichloride, toluene, 20 deg C, 30 min; 2.) methylene dichloride, toluene, 20 deg C, 24 h

4: 86.4 percent / 4 percent NiCl*6H₂O, 2 percent H₃BO₃, NaBH₄ / ethanol / 6 h / 20 °C

5: 93.9 percent / 1percent sodium methoxide / methanol / 14 h / 20 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; aluminium trichloride; 4 A molecular sieve; sodium methylate; boric acid; sodium hydride; nickel(I) chloride; cadmium(II) carbonate; silver(l) oxide; In methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(83)88236-6

Reference yield:

benzyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside (59935-49-8) → Benzyl-6-O-(2-acetamido-2-desoxy-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranosid (85339-03-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) molecular sieves (4A) / 2.) silver oxyde, cadmium carbonate / 1.) methylene dichloride, toluene, 20 deg C, 30 min; 2.) methylene dichloride, toluene, 20 deg C, 24 h

2: 86.4 percent / 4 percent NiCl*6H₂O, 2 percent H₃BO₃, NaBH₄ / ethanol / 6 h / 20 °C

3: 93.9 percent / 1percent sodium methoxide / methanol / 14 h / 20 °C

With sodium tetrahydroborate; 4 A molecular sieve; sodium methylate; boric acid; nickel(I) chloride; cadmium(II) carbonate; silver(l) oxide; In methanol; ethanol;

DOI:10.1016/0008-6215(83)88236-6

upstream raw materials:

Benzyl-6-O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranosid

benzyl 4,6-O-benzylidene-α-D-glucopyranoside

benzyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside

benzyl 4,6-O-benzylidene-2,3-tri-O-benzyl-α-D-glucopyranoside

Downstream raw materials:

Benzyl-6-O-(2-acetamido-2-desoxy-3,4-di-O-isopropyliden-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranosid

Benzyl-6-O-(2-acetamido-2-desoxy-4,6-di-O-isopropyliden-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-α-D-glucopyranosid