1,6-anhydro-3-O-benzyl-2,4-dideoxy-β-D-threo-hexopyranoside

Base Information

• Chemical Name: 1,6-anhydro-3-O-benzyl-2,4-dideoxy-β-D-threo-hexopyranoside
• CAS No.: 95641-15-9
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.268
• Mol file: 95641-15-9.mol

Synonyms:1,6-anhydro-3-O-benzyl-2,4-dideoxy-β-D-threo-hexopyranoside

Chemical Property of 1,6-anhydro-3-O-benzyl-2,4-dideoxy-β-D-threo-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,6-anhydro-3-O-benzyl-2,4-dideoxy-β-D-threo-hexopyranoside

There total 2 articles about 1,6-anhydro-3-O-benzyl-2,4-dideoxy-β-D-threo-hexopyranoside 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: 80.0%

(1R,3S,5S)-6,8-dioxabicyclo[3.2.1]octan-3-ol (14241-58-8) + benzyl bromide (100-39-0) → 1,6-anhydro-3-O-benzyl-2,4-dideoxy-β-D-threo-hexopyranoside (95641-15-9)

Guidance literature:

In tetrahydrofuran; Ambient temperature; overnight;

Reference yield:

levoglucosan tritosylate (50880-93-8) → 1,6-anhydro-3-O-benzyl-2,4-dideoxy-β-D-threo-hexopyranoside (95641-15-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) lithium triethylborohydride; 2.) sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 20 deg C, 4 days; 2.) room temp., 4 h

2: 80 percent / tetrahydrofuran / Ambient temperature; overnight

With sodium hydroxide; dihydrogen peroxide; lithium triethylborohydride; In tetrahydrofuran;

Reference yield: 95.0%

1,6-anhydro-3-O-benzyl-2,4-dideoxy-β-D-threo-hexopyranoside (95641-15-9) → [(2S,4S,6S)-4-(benzyloxy)-6-methoxytetrahydro-pyran-2-yl]-methanol (87391-88-6)

Guidance literature:

With Amberlite IR 118 (H⁽¹⁺⁾); In methanol; Ambient temperature;

upstream raw materials:

(1R,3S,5S)-6,8-dioxabicyclo[3.2.1]octan-3-ol

benzyl bromide

levoglucosan tritosylate

Downstream raw materials:

[(2S,4S,6S)-4-(benzyloxy)-6-methoxytetrahydro-pyran-2-yl]-methanol

Methyl-3-O-benzyl-2,4-dideoxy-β-D-threo-hexopyranoside

methyl 2,4-dideoxy-3-O-benzyl-α- and β-D-threo-hexopyranoside

(2S,4S)-4-Benzyloxy-5-[1,3]dithiolan-2-yl-pentane-1,2-diol