Phenyl beta-L-arabinopyranoside

Base Information

• Chemical Name: Phenyl beta-L-arabinopyranoside
• CAS No.: 5041-72-5
• Molecular Formula: C₁₁H₁₄O₅
• Molecular Weight: 226.229
• DSSTox Substance ID: DTXSID901032039
• Mol file: 5041-72-5.mol

Synonyms:Phenyl beta-L-arabinopyranoside;DTXSID901032039;5041-72-5

Chemical Property of Phenyl beta-L-arabinopyranoside

Chemical Property:

• XLogP3: -0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 226.08412354
• Heavy Atom Count: 16
• Complexity: 216

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(C(C(C(O1)OC2=CC=CC=C2)O)O)O
• Isomeric SMILES: C1[C@@H]([C@@H]([C@H]([C@H](O1)OC2=CC=CC=C2)O)O)O

Technology Process of Phenyl beta-L-arabinopyranoside

There total 6 articles about Phenyl beta-L-arabinopyranoside 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:

Chlorosulfuric acid (3R,4S,5R)-4,5-bis-chlorosulfonyloxy-6-phenoxy-tetrahydro-pyran-3-yl ester → (3R,4S,5R)-2-Phenoxy-tetrahydro-pyran-3,4,5-triol (1141-01-1,4756-31-4,5041-72-5,33095-30-6,33095-32-8,72351-08-7,72351-09-8,72351-10-1,129888-98-8)

Guidance literature:

With barium carbonate; sodium iodide; In methanol;

DOI:10.1016/0008-6215(96)00077-8

Reference yield:

2,3,4-tri-O-chlorosulfonyl-β-D-xylopyranosyl chloride (17296-18-3) → (3R,4S,5R)-2-Phenoxy-tetrahydro-pyran-3,4,5-triol (1141-01-1,4756-31-4,5041-72-5,33095-30-6,33095-32-8,72351-08-7,72351-09-8,72351-10-1,129888-98-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Ag₂CO₃, AgClO₄, Drierite / CHCl₃ / 24 h / Ambient temperature

2: NaI, BaCO₃ / methanol

With calcium sulfate; silver perchlorate; silver carbonate; barium carbonate; sodium iodide; In methanol; chloroform;

DOI:10.1016/0008-6215(96)00077-8

Reference yield:

phenol (108-95-2,27073-41-2) → (3R,4S,5R)-2-Phenoxy-tetrahydro-pyran-3,4,5-triol (1141-01-1,4756-31-4,5041-72-5,33095-30-6,33095-32-8,72351-08-7,72351-09-8,72351-10-1,129888-98-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Ag₂CO₃, AgClO₄, Drierite / CHCl₃ / 24 h / Ambient temperature

2: NaI, BaCO₃ / methanol

With calcium sulfate; silver perchlorate; silver carbonate; barium carbonate; sodium iodide; In methanol; chloroform;

DOI:10.1016/0008-6215(96)00077-8

upstream raw materials:

L-arabinose

phenol

1,2,3,4-tetra-O-acetyl-α-L-arabinopyranose

L-(+)-arabinose

Downstream raw materials:

phenyl 2,3,4-tri-O-acetyl-α-D-xylopyranoside

Phenyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside