methyl 2-O-methyl-α,β-L-fucofuranoside

Base Information

• Chemical Name: methyl 2-O-methyl-α,β-L-fucofuranoside
• CAS No.: 131065-19-5
• Molecular Formula: C₈H₁₆O₅
• Molecular Weight: 192.212
• Mol file: 131065-19-5.mol

Synonyms:

Chemical Property of methyl 2-O-methyl-α,β-L-fucofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-O-methyl-α,β-L-fucofuranoside

There total 10 articles about methyl 2-O-methyl-α,β-L-fucofuranoside 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: 55.0%

methyl 5-O-benzyl-2-O-methyl-α,β-L-fucofuranoside (131000-43-6,131000-46-9,131000-51-6,131021-85-7) → methyl 2-O-methyl-α,β-L-fucofuranoside (30021-73-9,131065-17-3,131065-19-5)

Guidance literature:

With ammonia; lithium; In tetrahydrofuran; at -33 ℃; for 2h;

DOI:10.1016/0008-6215(90)80157-X

Reference yield:

1,2-Isopropyliden-5-methyl-α-D-glucofuranosidurono-6,3-lacton (5111-12-6) → methyl 2-O-methyl-α,β-L-fucofuranoside (30021-73-9,131065-17-3,131065-19-5)

Guidance literature:

Multi-step reaction with 10 steps

1: 84 percent / Amberlite IR-120 (H+) resin / 4 h / Heating

2: 60 percent / silver oxide / benzene

3: 71 percent / conc. HCl / Ambient temperature

4: 20percent di-isobutylaluminium hydride / CH₂Cl₂; hexane / 1 h / -78 °C

5: Amberlite IR-120(H+) resin / 3 h / Heating

6: 58 percent / W₂ Raney nickel / ethanol / 48 h

7: 72 percent / pyridine / 4 h / Ambient temperature

8: 75 percent / dimethylformamide / 40 h / 110 °C

9: 73 percent / sodium methoxide / methanol

10: 55 percent / liquid ammonia, Li-metal / tetrahydrofuran / 2 h / -33 °C

With pyridine; hydrogenchloride; diisobutylaluminum hydride; W₂ Raney nickel; Amberlite IR-120 (H+) resin; Amberlite IR-120(H+) resin; ammonia; sodium methylate; lithium; silver(l) oxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1016/0008-6215(90)80157-X

Reference yield:

(3aS,6R,6aR)-6-Hydroxy-3,5-dimethoxy-tetrahydro-furo[3,2-b]furan-2-one (131000-39-0,131000-47-0) → methyl 2-O-methyl-α,β-L-fucofuranoside (30021-73-9,131065-17-3,131065-19-5)

Guidance literature:

Multi-step reaction with 9 steps

1: 60 percent / silver oxide / benzene

2: 71 percent / conc. HCl / Ambient temperature

3: 20percent di-isobutylaluminium hydride / CH₂Cl₂; hexane / 1 h / -78 °C

4: Amberlite IR-120(H+) resin / 3 h / Heating

5: 58 percent / W₂ Raney nickel / ethanol / 48 h

6: 72 percent / pyridine / 4 h / Ambient temperature

7: 75 percent / dimethylformamide / 40 h / 110 °C

8: 73 percent / sodium methoxide / methanol

9: 55 percent / liquid ammonia, Li-metal / tetrahydrofuran / 2 h / -33 °C

With pyridine; hydrogenchloride; diisobutylaluminum hydride; W₂ Raney nickel; Amberlite IR-120(H+) resin; ammonia; sodium methylate; lithium; silver(l) oxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1016/0008-6215(90)80157-X

upstream raw materials:

methyl 5-O-benzyl-2-O-methyl-α,β-L-fucofuranoside

1,2-Isopropyliden-5-methyl-α-D-glucofuranosidurono-6,3-lacton

(3aS,6R,6aR)-6-Hydroxy-3,5-dimethoxy-tetrahydro-furo[3,2-b]furan-2-one

methyl 2-O-benzyl-5-O-methyl-α,β-D-glucofuranosidurono-6,3-lactone