octyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-benzoyl-α-D-mannopyranoside

Base Information

• Chemical Name: octyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-benzoyl-α-D-mannopyranoside
• CAS No.: 187140-04-1
• Molecular Formula: C₆₂H₆₂O₁₇
• Molecular Weight: 1079.16
• Mol file: 187140-04-1.mol

Synonyms:octyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-benzoyl-α-D-mannopyranoside

Chemical Property of octyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-benzoyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of octyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-benzoyl-α-D-mannopyranoside

There total 10 articles about octyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-benzoyl-α-D-mannopyranoside 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: 81.0%

2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide (14218-11-2,14218-30-5,61198-88-7,108438-33-1,108836-02-8,114682-36-9,127305-34-4,151377-77-4) + octyl 2,3-di-O-benzoyl-4-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-α-D-mannopyranoside (187140-03-0) → octyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-benzoyl-α-D-mannopyranoside (187140-04-1)

Guidance literature:

With 2,4,6-trimethyl-pyridine; 3 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at -30 ℃; for 0.5h;

DOI:10.1016/S0008-6215(96)00215-7

Reference yield:

octanol (111-87-5) → octyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-benzoyl-α-D-mannopyranoside (187140-04-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 48 percent / SnCl₄, 4A molecular sieves / CH₂Cl₂ / 17 h / Ambient temperature

2: 2.20 g / NaOMe / methanol / 16 h / Ambient temperature

3: 3.38 g / imidazole / CH₂Cl₂; dimethylformamide / 0.25 h

4: 45 percent / pyridine / 24 h / Ambient temperature

5: 68 percent / pyridine / 5 h / 60 °C

6: 1.) BF₃*Et₂O, 2.) Bu₄NF*3H₂O / 1.) CH₂Cl₂, rt, 1 h, 2.) THF, rt, 0.5 h

With 1H-imidazole; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium methylate; tin(IV) chloride; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(96)00215-7

Reference yield:

D-Mannose pentaacetate (83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5) → octyl (2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-(1->6)-2,3-di-O-benzoyl-α-D-mannopyranoside (187140-04-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 48 percent / SnCl₄, 4A molecular sieves / CH₂Cl₂ / 17 h / Ambient temperature

2: 2.20 g / NaOMe / methanol / 16 h / Ambient temperature

3: 3.38 g / imidazole / CH₂Cl₂; dimethylformamide / 0.25 h

4: 45 percent / pyridine / 24 h / Ambient temperature

5: 68 percent / pyridine / 5 h / 60 °C

6: 1.) BF₃*Et₂O, 2.) Bu₄NF*3H₂O / 1.) CH₂Cl₂, rt, 1 h, 2.) THF, rt, 0.5 h

With 1H-imidazole; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium methylate; tin(IV) chloride; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(96)00215-7

upstream raw materials:

2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide

octyl 2,3-di-O-benzoyl-4-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-α-D-mannopyranoside

D-Mannose pentaacetate

octanol