4,6-O-benzylidene-1,2-dideoxy-D-glucose benzyl ether

Base Information

• Chemical Name: 4,6-O-benzylidene-1,2-dideoxy-D-glucose benzyl ether
• CAS No.: 64879-35-2
• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.392
• Mol file: 64879-35-2.mol

Synonyms:4,6-O-benzylidene-1,2-dideoxy-D-glucose benzyl ether

Chemical Property of 4,6-O-benzylidene-1,2-dideoxy-D-glucose benzyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,6-O-benzylidene-1,2-dideoxy-D-glucose benzyl ether

There total 4 articles about 4,6-O-benzylidene-1,2-dideoxy-D-glucose benzyl ether 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:

D-glucal triacetate (2873-29-2) → 4,6-O-benzylidene-1,2-dideoxy-D-glucose benzyl ether (64879-35-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / H₂ / 5percent Pd-C / ethyl acetate / 16 h

2: 90 percent / 10percent KOH / methanol / 16 h

3: 75 percent / ZnCl₂ / 12 h

4: 1) NaH / 1) THF, reflux, 10 min, 2) reflux, 23 h

With potassium hydroxide; hydrogen; sodium hydride; zinc(II) chloride; palladium on activated charcoal; In methanol; ethyl acetate;

Reference yield:

3,4,6-tri-O-acetyl-1,2-dideoxy-D-glucopyranose (13035-12-6,53269-94-6,53735-78-7) → 4,6-O-benzylidene-1,2-dideoxy-D-glucose benzyl ether (64879-35-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / 10percent KOH / methanol / 16 h

2: 75 percent / ZnCl₂ / 12 h

3: 1) NaH / 1) THF, reflux, 10 min, 2) reflux, 23 h

With potassium hydroxide; sodium hydride; zinc(II) chloride; In methanol;

Reference yield:

(3S,4R)-dihydroxy-(2R)-(hydroxymethyl)tetrahydropyran (3971-47-9,7103-29-9,13035-11-5,26242-03-5) → 4,6-O-benzylidene-1,2-dideoxy-D-glucose benzyl ether (64879-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / ZnCl₂ / 12 h

2: 1) NaH / 1) THF, reflux, 10 min, 2) reflux, 23 h

With sodium hydride; zinc(II) chloride;

upstream raw materials:

4,6-O-benzylidene-1,2-dideoxy-D-glucose

benzyl bromide

(3S,4R)-dihydroxy-(2R)-(hydroxymethyl)tetrahydropyran

3,4,6-tri-O-acetyl-1,2-dideoxy-D-glucopyranose

Downstream raw materials:

1,2-dideoxy-3-O-benzyl-6-O-tosyl-D-glucose

(2R,3S,4R)-4-Benzyloxy-2-morpholin-4-ylmethyl-tetrahydro-pyran-3-ol

(2R,3S,4R)-2-Azepan-1-ylmethyl-4-benzyloxy-tetrahydro-pyran-3-ol

(2R,3S,4R)-4-Benzyloxy-2-piperidin-1-ylmethyl-tetrahydro-pyran-3-ol