1,6-anhydro-4-O-benzyl-2-deoxy-2-C-hydroxymethyl-β-D-glucopyranose

Base Information

• Chemical Name: 1,6-anhydro-4-O-benzyl-2-deoxy-2-C-hydroxymethyl-β-D-glucopyranose
• CAS No.: 161302-88-1
• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.294
• Mol file: 161302-88-1.mol

Synonyms:1,6-anhydro-4-O-benzyl-2-deoxy-2-C-hydroxymethyl-β-D-glucopyranose

Chemical Property of 1,6-anhydro-4-O-benzyl-2-deoxy-2-C-hydroxymethyl-β-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,6-anhydro-4-O-benzyl-2-deoxy-2-C-hydroxymethyl-β-D-glucopyranose

There total 4 articles about 1,6-anhydro-4-O-benzyl-2-deoxy-2-C-hydroxymethyl-β-D-glucopyranose 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:

C16H20O4 (1208102-36-6) → 1,6-anhydro-4-O-benzyl-2-deoxy-2-C-hydroxymethyl-β-D-glucopyranose (161302-88-1)

Guidance literature:

C₁₆H₂₀O₄; With ozone; In ethanol; at 0 ℃; for 1.5h;

With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; Inert atmosphere;

In ethanol;

DOI:10.1039/b918576c

Reference yield:

(1R,2S,3R,4S,5R)-2-Benzyloxy-3-hydroxy-6,8-dioxa-bicyclo[3.2.1]octane-4-carbaldehyde → 1,6-anhydro-4-O-benzyl-2-deoxy-2-C-hydroxymethyl-β-D-glucopyranose (161302-88-1)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; isopropyl alcohol; at 0 ℃; for 1h;

DOI:10.1016/j.bmc.2003.12.040

Reference yield:

1,6-anhydro-4-O-benzyl-2-deoxy-2-C-vinyl-β-D-glucopyranose (129797-11-1) → 1,6-anhydro-4-O-benzyl-2-deoxy-2-C-hydroxymethyl-β-D-glucopyranose (161302-88-1)

Guidance literature:

With sodium tetrahydroborate; ozone; Yield given. Multistep reaction; 1.) ethanol, 43.5 min, 2.) ethanol/water, under 20 deg C, 45 min;

DOI:10.1016/S0040-4020(01)89351-0

upstream raw materials:

1,6-anhydro-4-O-benzyl-2-deoxy-2-C-vinyl-β-D-glucopyranose

4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose

C₁₆H₂₀O₄

Downstream raw materials:

(3R,4R,5R)-3-benzyloxy-4-hydroxy-5-hydroxymethyl-piperidine

1,6-anhydro-3,4-di-O-benzyl-2-C-benzyloxymethyl-2-deoxy-β-D-glucopyranose

4-O-benzyl-2-deoxy-2-C-hydroxymethyl-D-xylo-pentodialdose