(+)-methyl (methyl-5-O-benzoyl-2-O-benzyl-3-deoxy-β-L-xylo-hexofuranosid)uronate

Base Information

• Chemical Name: (+)-methyl (methyl-5-O-benzoyl-2-O-benzyl-3-deoxy-β-L-xylo-hexofuranosid)uronate
• CAS No.: 147048-83-7
• Molecular Formula: C₂₂H₂₄O₇
• Molecular Weight: 400.428
• Mol file: 147048-83-7.mol

Synonyms:(+)-methyl (methyl-5-O-benzoyl-2-O-benzyl-3-deoxy-β-L-xylo-hexofuranosid)uronate

Chemical Property of (+)-methyl (methyl-5-O-benzoyl-2-O-benzyl-3-deoxy-β-L-xylo-hexofuranosid)uronate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-methyl (methyl-5-O-benzoyl-2-O-benzyl-3-deoxy-β-L-xylo-hexofuranosid)uronate

There total 4 articles about (+)-methyl (methyl-5-O-benzoyl-2-O-benzyl-3-deoxy-β-L-xylo-hexofuranosid)uronate 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:

(-)-5-O-acetyl-2-O-benzyl-3-deoxy-β-D-arabino-hexofuranurono-6,1-lactone (128503-20-8) → (+)-methyl (methyl-5-O-benzoyl-2-O-benzyl-3-deoxy-β-L-xylo-hexofuranosid)uronate (147048-83-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / SOCl₂ / 20 °C

2: 1) Ph₃P, 2) diethyl azodicarboxylate / 1) THF, -10 deg C, 2) THF, 20 deg C, overnight

With thionyl chloride; triphenylphosphine; diethylazodicarboxylate;

DOI:10.1016/S0040-4020(01)88356-3

Reference yield:

(+/-)-5-O-acetyl-2-O-benzyl-3-deoxy-β-DL-arabino-hexofuranurono-6,1-lactone (128503-20-8,147127-92-2) → (+/-)-methyl (methyl-5-O-benzoyl-2-O-benzyl-3-deoxy-β-DL-xylo-hexofuranosid)uronate (147048-83-7,147048-84-8)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 20 °C

2: 1) Ph₃P, 2) diethyl azodicarboxylate / 1) THF, -10 deg C, 2) THF, 20 deg C, overnight

With thionyl chloride; triphenylphosphine; diethylazodicarboxylate;

DOI:10.1016/S0040-4020(01)88356-3

Reference yield:

(+/-)-methyl (methyl 2-O-benzyl-3-deoxy-α-DL-arabino-hexofuranosid)uronate (128503-21-9,147048-80-4) + benzoic acid (65-85-0,8013-63-6) → (+/-)-methyl (methyl-5-O-benzoyl-2-O-benzyl-3-deoxy-β-DL-xylo-hexofuranosid)uronate (147048-83-7,147048-84-8)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; Multistep reaction; 1) THF, -10 deg C, 2) THF, 20 deg C, overnight;

DOI:10.1016/S0040-4020(01)88356-3

upstream raw materials:

(+)-methyl (methyl 2-O-benzyl-3-deoxy-α-D-arabino-hexofuranosid)uronate

benzoic acid

(-)-5-O-acetyl-2-O-benzyl-3-deoxy-β-D-arabino-hexofuranurono-6,1-lactone

(+/-)-methyl (methyl 2-O-benzyl-3-deoxy-α-DL-arabino-hexofuranosid)uronate

Downstream raw materials:

(-)-methyl 2-O-benzyl-3-deoxy-β-L-xylo-hexofuranoside

(+/-)-methyl 2-O-benzyl-3-deoxy-β-DL-xylo-hexofuranoside