2-deoxy-4-O-β-D-mannopyranosyl-L-erythro-pentonic acid

Base Information

• Chemical Name: 2-deoxy-4-O-β-D-mannopyranosyl-L-erythro-pentonic acid
• CAS No.: 136737-37-6
• Molecular Formula: C₁₁H₂₀O₁₀
• Molecular Weight: 312.274
• Mol file: 136737-37-6.mol

Synonyms:

Chemical Property of 2-deoxy-4-O-β-D-mannopyranosyl-L-erythro-pentonic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-deoxy-4-O-β-D-mannopyranosyl-L-erythro-pentonic acid

There total 10 articles about 2-deoxy-4-O-β-D-mannopyranosyl-L-erythro-pentonic acid 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:

4,6-di-O-acetyl-2,3-O-carbonyl-α-D-mannopyranosyl bromide (53958-21-7) → 2-deoxy-4-O-β-D-mannopyranosyl-L-erythro-pentonic acid (136737-37-6,136737-32-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) Ag₂O, CaSO₄ / 1) CHCl₃, room temp., 1 h; 2) CHCl₃, 0.5 h

2: 96 percent / NaOMe / methanol / 1 h / Ambient temperature

3: H₂ / 10percent Pd/C / methanol

4: I₂, KI, NaOH / H₂O / 0.08 h

With calcium sulfate; sodium hydroxide; hydrogen; iodine; sodium methylate; potassium iodide; silver(l) oxide; palladium on activated charcoal; In methanol; water;

DOI:10.1016/0008-6215(92)84164-N

Reference yield:

benzyl 2-deoxy-β-L-erythro-pentopyranoside (136737-26-3) → 2-deoxy-4-O-β-D-mannopyranosyl-L-erythro-pentonic acid (136737-37-6,136737-32-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) Bu₂SnO, 2) Bu₄NBr / 1) toluene, reflux, 16 h, 2) reflux, 4 h

2: 1) Ag₂O, CaSO₄ / 1) CHCl₃, room temp., 1 h; 2) CHCl₃, 0.5 h

3: 96 percent / NaOMe / methanol / 1 h / Ambient temperature

4: H₂ / 10percent Pd/C / methanol

5: I₂, KI, NaOH / H₂O / 0.08 h

With calcium sulfate; sodium hydroxide; tetrabutylammomium bromide; hydrogen; iodine; sodium methylate; di(n-butyl)tin oxide; potassium iodide; silver(l) oxide; palladium on activated charcoal; In methanol; water;

DOI:10.1016/0008-6215(92)84164-N

Reference yield:

benzyl 2-deoxy-3,4-O-isopropylidene-β-L-erythro-pentopyranoside (136737-25-2) → 2-deoxy-4-O-β-D-mannopyranosyl-L-erythro-pentonic acid (136737-37-6,136737-32-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.35 g / CF₃CO₂H / methanol; H₂O / Ambient temperature

2: 1) Bu₂SnO, 2) Bu₄NBr / 1) toluene, reflux, 16 h, 2) reflux, 4 h

3: 1) Ag₂O, CaSO₄ / 1) CHCl₃, room temp., 1 h; 2) CHCl₃, 0.5 h

4: 96 percent / NaOMe / methanol / 1 h / Ambient temperature

5: H₂ / 10percent Pd/C / methanol

6: I₂, KI, NaOH / H₂O / 0.08 h

With calcium sulfate; sodium hydroxide; tetrabutylammomium bromide; hydrogen; iodine; sodium methylate; di(n-butyl)tin oxide; trifluoroacetic acid; potassium iodide; silver(l) oxide; palladium on activated charcoal; In methanol; water;

DOI:10.1016/0008-6215(92)84164-N

upstream raw materials:

2-deoxy-4-O-β-D-mannopyranosyl-L-erythro-pentopyranose

4,6-di-O-acetyl-2,3-O-carbonyl-α-D-mannopyranosyl bromide

benzyl 2-deoxy-β-L-erythro-pentopyranoside

benzyl 2-deoxy-3,4-O-isopropylidene-β-L-erythro-pentopyranoside