benzyl O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1->4)-2,3-anhydro-β-D-ribopyranoside

Base Information

• Chemical Name: benzyl O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1->4)-2,3-anhydro-β-D-ribopyranoside
• CAS No.: 132627-96-4
• Molecular Formula: C₃₈H₄₀O₈
• Molecular Weight: 624.731
• Mol file: 132627-96-4.mol

Synonyms:benzyl O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1->4)-2,3-anhydro-β-D-ribopyranoside

Chemical Property of benzyl O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1->4)-2,3-anhydro-β-D-ribopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1->4)-2,3-anhydro-β-D-ribopyranoside

There total 2 articles about benzyl O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1->4)-2,3-anhydro-β-D-ribopyranoside 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: 41.0%

(-)-benzyl 2,3-anhydro-β-D-ribopyranoside (67412-71-9) + 2,3,4-tri-O-benzyl-α-D-xylopyranosyl chloride (121916-92-5) → Benzyl O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-(1->4)-2,3-anhydro-β-D-ribopyranoside (80971-48-8) + benzyl O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1->4)-2,3-anhydro-β-D-ribopyranoside (132627-96-4)

Guidance literature:

With 2,4,6-trimethyl-pyridine; silver perchlorate; 1) ether, 0 deg C, 2) room temp, overnight;

DOI:10.1016/0008-6215(91)80154-F

Reference yield:

2,3,4-tri-O-benzyl-α-D-xylopyranose (20787-16-0) → benzyl O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1->4)-2,3-anhydro-β-D-ribopyranoside (132627-96-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / oxalyl chloride, N,N-dimethylformamide / CH₂Cl₂ / 0.5 h / Ambient temperature

2: AgClO₄, 2,4,6-trimethylpyridine / 1) ether, 0 deg C, 2) room temperature, overnight

With 2,4,6-trimethyl-pyridine; oxalyl dichloride; silver perchlorate; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1016/0008-6215(91)80154-F

Reference yield: 81.0%

benzyl O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1->4)-2,3-anhydro-β-D-ribopyranoside (132627-96-4) + benzyl alcohol (100-51-6,185532-71-2) → benzyl O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1->4)-3-O-benzyl-β-D-xylopyranoside (132627-97-5)

Guidance literature:

With sodium hydride; at 100 ℃; for 5h;

DOI:10.1016/0008-6215(91)80154-F

upstream raw materials:

(-)-benzyl 2,3-anhydro-β-D-ribopyranoside

2,3,4-tri-O-benzyl-α-D-xylopyranosyl chloride

2,3,4-tri-O-benzyl-α-D-xylopyranose

Downstream raw materials:

benzyl O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-(1->4)-3-O-benzyl-β-D-xylopyranoside