methyl [(2,3-di-O-benzoyl-α-D-arabinofuranosyl)-(1->5)-(2,3-di-O-benzoyl-α-D-arabinofuranosyl)]-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside

Base Information

• Chemical Name: methyl [(2,3-di-O-benzoyl-α-D-arabinofuranosyl)-(1->5)-(2,3-di-O-benzoyl-α-D-arabinofuranosyl)]-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside
• CAS No.: 862163-81-3
• Molecular Formula: C₅₈H₅₂O₁₉
• Molecular Weight: 1053.04
• Mol file: 862163-81-3.mol

Synonyms:methyl [(2,3-di-O-benzoyl-α-D-arabinofuranosyl)-(1->5)-(2,3-di-O-benzoyl-α-D-arabinofuranosyl)]-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside

Chemical Property of methyl [(2,3-di-O-benzoyl-α-D-arabinofuranosyl)-(1->5)-(2,3-di-O-benzoyl-α-D-arabinofuranosyl)]-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl [(2,3-di-O-benzoyl-α-D-arabinofuranosyl)-(1->5)-(2,3-di-O-benzoyl-α-D-arabinofuranosyl)]-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside

There total 8 articles about methyl [(2,3-di-O-benzoyl-α-D-arabinofuranosyl)-(1->5)-(2,3-di-O-benzoyl-α-D-arabinofuranosyl)]-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside 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: 90.0%

methyl [(2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranosyl)-(1->5)-(2,3-di-O-benzoyl-α-D-arabinofuranosyl)]-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside (862163-79-9) → methyl [(2,3-di-O-benzoyl-α-D-arabinofuranosyl)-(1->5)-(2,3-di-O-benzoyl-α-D-arabinofuranosyl)]-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside (862163-81-3)

Guidance literature:

With acetic acid; hydrazine; In tetrahydrofuran; methanol; water; at 20 ℃; for 1h;

DOI:10.1021/ol0510668

Reference yield: 74.0%

phenyl 2,3-di-O-benzoyl-1-thio-α-D-arabinofuranoside (869216-48-8) + methyl 2,3-di-O-benzoyl-α-D-arabinofuranoside (204918-51-4) → methyl [(2,3-di-O-benzoyl-α-D-arabinofuranosyl)-(1->5)-(2,3-di-O-benzoyl-α-D-arabinofuranosyl)]-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside (862163-81-3) + methyl (2,3-di-O-benzoyl-α-D-arabinofuranosyl)-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside (204918-63-8)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -40 - -20 ℃; for 0.5h; Inert atmosphere; Molecular sieve;

DOI:10.1021/jo300084g

Reference yield:

methyl 2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranoside (862163-95-9) → methyl [(2,3-di-O-benzoyl-α-D-arabinofuranosyl)-(1->5)-(2,3-di-O-benzoyl-α-D-arabinofuranosyl)]-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside (862163-81-3)

Guidance literature:

Multi-step reaction with 7 steps

1: acetyl bromide; trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

2: 3.09 g / HgBr₂; Hg(CN)2 / acetonitrile / 0.5 h / 20 °C

3: 88 percent / H₂ / Pd(OH)2 / methanol; ethyl acetate / 0.33 h / 20 °C

4: 84 percent / 2,6-di-tert-butyl-4-methylpyridine; molecular sieves 4 Angstroem; Tf₂O / CH₂Cl₂ / 2 h / -78 - 0 °C

5: 97 percent / hydrazine; acetic acid / H₂O; methanol; tetrahydrofuran / 1 h / 20 °C

6: 75 percent / 2,6-di-tert-butyl-4-methylpyridine; molecular sieves 4 Angstroem; Tf₂O / CH₂Cl₂ / 2 h / -78 - 0 °C

7: 90 percent / hydrazine; acetic acid / H₂O; methanol; tetrahydrofuran / 1 h / 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; Acetyl bromide; trifluoromethylsulfonic anhydride; 4 A molecular sieve; hydrogen; mercury(II) cyanide; acetic acid; trifluoroacetic acid; mercury dibromide; hydrazine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; acetonitrile;

DOI:10.1021/ol0510668

upstream raw materials:

methyl [(2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranosyl)-(1->5)-(2,3-di-O-benzoyl-α-D-arabinofuranosyl)]-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside

methyl 2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranoside

2'-(benzyloxycarbonyl)benzyl 2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranoside

methyl (2,3-di-O-benzoyl-5-O-levulinyl-α-D-arabinofuranosyl)-(1->5)-2,3-di-O-benzoyl-α-D-arabinofuranoside