3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

Base Information

• Chemical Name: 3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside
• CAS No.: 40246-33-1
• Molecular Formula: C₃₉H₄₈O₁₁
• Molecular Weight: 692.804
• Mol file: 40246-33-1.mol

Synonyms:3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

Chemical Property of 3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

There total 70 articles about 3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside 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: 100.0%

2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl(1→6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (51532-76-4) → 3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside (40246-33-1)

Guidance literature:

With sodium; In 1,4-dioxane; methanol; Ambient temperature;

DOI:10.1016/0008-6215(89)85044-X

Reference yield: 88.0%

2-methoxy-2-(S)-phenyl-(3,4,6-tri-O-benzyl-1,2-dideoxy-β-D-glucopyranoso)[1,2-e]-1,4-oxathiane (R)-S-oxide (1197820-03-3) + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → 3,4,6-tri-O-benzyl-α-D-glucopyranosyl-(1→6)-1:2,3:4-di-O-isopropylidene-α-D-galactopyranoside (40246-33-1,68027-34-9,112330-11-7,51532-74-2)

Guidance literature:

2-methoxy-2-(S)-phenyl-(3,4,6-tri-O-benzyl-1,2-dideoxy-β-D-glucopyranoso)[1,2-e]-1,4-oxathiane (R)-S-oxide; With 1,2,3-trimethoxybenzene; trifluoromethylsulfonic anhydride; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at -30 - -10 ℃; 4 ? molecular sieves; Inert atmosphere;

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose; With N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at -10 - 50 ℃; Inert atmosphere;

With methanol; boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1039/b913308a

Reference yield: 88.0%

2-O-(2-(azidomethyl)benzoyl)-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->6)-1,2:3,4-diisopropylidene-α-D-galactopyranoside (385422-03-7) → 3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside (40246-33-1)

Guidance literature:

With tributylphosphine; water; In tetrahydrofuran; for 0.5h;

DOI:10.1021/jo015987h

upstream raw materials:

2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl(1→6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

acetic anhydride

(Z)-(2R,3R,4S)-1,3,4-tribenzyloxy-6-methoxyhex-5-en-2-ol

6-O-<(3'R,4'R,5'R)-5'-hydroxy-3',4',6'-tribenzyloxyhex-1'(E)-enyl>-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Downstream raw materials:

O-(3,4,6-tri-O-benzyl-2-O-<(pentafluorophenoxy)thiocarbonyl>-β-D-glucosyl)-(1<*>6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

6-O-(3,4,6-tri-O-benzyl-2-O-trifluoromethanesulfonyl-β-D-glucopyranosyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1[*]6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl(1→6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose