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

Base Information

• Chemical Name: methyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside
• CAS No.: 40653-15-4
• Molecular Formula: C₂₈H₃₀O₆
• Molecular Weight: 462.543
• Mol file: 40653-15-4.mol

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

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

There total 16 articles about methyl 2,3,4-tri-O-benzyl-α-D-manno-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: 77.0%

methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside (34212-64-1,641635-63-4) → methyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside (40653-15-4)

Guidance literature:

methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -75 ℃; for 1h;

With triethylamine; In dichloromethane; for 0.666667h;

DOI:10.1016/j.carres.2015.04.010

Reference yield: 34.0%

methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside (34212-64-1,641635-63-4) → methyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside (40653-15-4) + methyl 2,3-di-O-benzyl-4-deoxy-6-aldehydo-β-L-erythrohex-4-enodialdo-1,5-pyranoside

Guidance literature:

methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -75 ℃; for 1h;

With triethylamine; In dichloromethane; for 0.666667h;

DOI:10.1016/j.carres.2015.04.010

Reference yield:

(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol (617-04-9) → methyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside (40653-15-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / pyridine; 4-dimethylaminopyridine / 20 °C

2: 76 percent / NaH / dimethylformamide

3: 97 percent / H₂SO₄ / methanol / 20 °C

4: 65 percent / PCC / CH₂Cl₂ / 20 °C

With pyridine; dmap; sulfuric acid; sodium hydride; pyridinium chlorochromate; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2003.10.007

upstream raw materials:

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

6-O-tert-butyldimethylsilanyl-1-O-methyl-α-D-mannopyranoside

(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol

methyl 6-O-(4-methoxyphenyldiphenylmethyl)-α-D-mannopyranoside

Downstream raw materials:

methyl (6R)-2,3,4-tri-O-benzyl-6-(2-thiazolyl)-β-D-galactopyranoside

(R)-2-(Isopropoxy-dimethyl-silanyl)-1-((2R,3S,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-ethanol

methyl (6R)-2,3,4-tri-O-benzyl-6-(2-thiazolyl)-α-D-mannopyranoside

methyl (6S)-2,3,4-tri-O-benzyl-6-(2-thiazolyl)-α-D-glucopyranoside