methyl 2,3,4-tri-O-benzyl-α-D-galacto-hexodialdo-1,5-pyranoside

Base Information

• Chemical Name: methyl 2,3,4-tri-O-benzyl-α-D-galacto-hexodialdo-1,5-pyranoside
• CAS No.: 134680-55-0
• Molecular Formula: C₂₈H₃₀O₆
• Molecular Weight: 462.543
• Mol file: 134680-55-0.mol

Synonyms:methyl 2,3,4-tri-O-benzyl-α-D-galacto-hexodialdo-1,5-pyranoside

Chemical Property of methyl 2,3,4-tri-O-benzyl-α-D-galacto-hexodialdo-1,5-pyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3,4-tri-O-benzyl-α-D-galacto-hexodialdo-1,5-pyranoside

There total 8 articles about methyl 2,3,4-tri-O-benzyl-α-D-galacto-hexodialdo-1,5-pyranoside 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%

methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside (4356-80-3,34212-64-1,40653-32-5,53008-65-4,68027-27-0,73111-53-2,128184-63-4,138794-99-7,55094-38-7,641635-63-4) → methyl 2,3,4-tri-O-benzyl-α-D-galacto-hexodialdo-1,5-pyranoside (134680-55-0)

Guidance literature:

methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside; With oxalyl dichloride; dimethyl sulfoxide; at -78 ℃; for 0.666667h;

With triethylamine; In dichloromethane;

DOI:10.1016/j.tetlet.2008.09.074

Reference yield:

methyl α-D-galactopyranoside (3396-99-4) → methyl 2,3,4-tri-O-benzyl-α-D-galacto-hexodialdo-1,5-pyranoside (134680-55-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / imidazole / dimethylformamide / 19 h / 0 °C

2: 84 percent / sodium hydride / dimethylformamide / 16 h / 0 °C

3: 90 percent / toluenesulphonic acid / acetonitrile; H₂O / 19 h / pH 3

4: Dess-Martin periodinane / CH₂Cl₂ / 3 h

With 1H-imidazole; sodium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tet.2005.05.032

Reference yield:

tert-butyldimethyl(((2R,3S,4S,5R)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methoxy)silane (862730-60-7,166592-73-0) → methyl 2,3,4-tri-O-benzyl-α-D-galacto-hexodialdo-1,5-pyranoside (134680-55-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / toluenesulphonic acid / acetonitrile; H₂O / 19 h / pH 3

2: Dess-Martin periodinane / CH₂Cl₂ / 3 h

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

DOI:10.1016/j.tet.2005.05.032

upstream raw materials:

methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside

tert-butyldimethyl(((2R,3S,4S,5R)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methoxy)silane

benzyl bromide

methyl α-D-galactopyranoside

Downstream raw materials:

(2R,4aR,6S,7R,8aR)-7-[(S)-Hydroxy-((2R,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methyl]-6-methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one

methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-galacto-hept-6-enopyranoside

4-Benzyloxy-6-[hydroxy-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-methyl]-benzo[1,3]dioxole-5-carboxylic acid diethylamide

methyl 2,3,4,7-tetra-O-benzyl-D-glycero-α-D-galacto-heptopyranoside