methyl (methyl 8-O-benzyl-4,5-O-carbonyl-3-deoxy-α-D-manno-2-octulopyranosid)onate

Base Information

• Chemical Name: methyl (methyl 8-O-benzyl-4,5-O-carbonyl-3-deoxy-α-D-manno-2-octulopyranosid)onate
• CAS No.: 93215-25-9
• Molecular Formula: C₁₈H₂₂O₉
• Molecular Weight: 382.367
• Mol file: 93215-25-9.mol

Synonyms:methyl (methyl 8-O-benzyl-4,5-O-carbonyl-3-deoxy-α-D-manno-2-octulopyranosid)onate

Chemical Property of methyl (methyl 8-O-benzyl-4,5-O-carbonyl-3-deoxy-α-D-manno-2-octulopyranosid)onate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (methyl 8-O-benzyl-4,5-O-carbonyl-3-deoxy-α-D-manno-2-octulopyranosid)onate

There total 4 articles about methyl (methyl 8-O-benzyl-4,5-O-carbonyl-3-deoxy-α-D-manno-2-octulopyranosid)onate 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:

Methyl (methyl-3-deoxy-α-D-manno-oct-2-ulopyranosid)onate (22893-69-2,22893-72-7,73543-15-4,73610-17-0,123606-67-7,123606-68-8) → methyl (methyl 8-O-benzyl-4,5-O-carbonyl-3-deoxy-α-D-manno-2-octulopyranosid)onate (93215-25-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / acetonitrile / 2 h / Ambient temperature

2: 77 percent / pyridine / 24 h / Ambient temperature

3: 100 percent / hydrogen, palladium oxide / methanol; ethyl acetate / 75 h / 33752.7 Torr

4: 1.) dibutyltin oxide / 1.) toluene, 3 h, reflux, 2.) N,N-dimethylformamide, 18 h, 90 - 95 deg C

With pyridine; palladium(II) oxide; hydrogen; di(n-butyl)tin oxide; In methanol; ethyl acetate; acetonitrile;

DOI:10.1016/0008-6215(84)85223-4

Reference yield:

methyl (methyl 3-deoxy-8-O-triphenylmethyl-α-D-manno-2-octulopyranosid)onate (93215-22-6) → methyl (methyl 8-O-benzyl-4,5-O-carbonyl-3-deoxy-α-D-manno-2-octulopyranosid)onate (93215-25-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / pyridine / 24 h / Ambient temperature

2: 100 percent / hydrogen, palladium oxide / methanol; ethyl acetate / 75 h / 33752.7 Torr

3: 1.) dibutyltin oxide / 1.) toluene, 3 h, reflux, 2.) N,N-dimethylformamide, 18 h, 90 - 95 deg C

With pyridine; palladium(II) oxide; hydrogen; di(n-butyl)tin oxide; In methanol; ethyl acetate;

DOI:10.1016/0008-6215(84)85223-4

Reference yield:

methyl (methyl 4,5-O-carbonyl-3-deoxy-8-O-triphenylmethyl-α-D-manno-2-octulopyranosid)onate (93215-23-7) → methyl (methyl 8-O-benzyl-4,5-O-carbonyl-3-deoxy-α-D-manno-2-octulopyranosid)onate (93215-25-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / hydrogen, palladium oxide / methanol; ethyl acetate / 75 h / 33752.7 Torr

2: 1.) dibutyltin oxide / 1.) toluene, 3 h, reflux, 2.) N,N-dimethylformamide, 18 h, 90 - 95 deg C

With palladium(II) oxide; hydrogen; di(n-butyl)tin oxide; In methanol; ethyl acetate;

DOI:10.1016/0008-6215(84)85223-4

upstream raw materials:

benzyl bromide

methyl (methyl 4,5-O-carbonyl-3-deoxy-α-D-manno-2-octulopyranosid)onate

Methyl (methyl-3-deoxy-α-D-manno-oct-2-ulopyranosid)onate

methyl (methyl 3-deoxy-8-O-triphenylmethyl-α-D-manno-2-octulopyranosid)onate

Downstream raw materials:

methyl onate

methyl -4,5-O-carbonyl-3-deoxy-α-D-manno-2-octulopyranosid>onate

methyl onate

methyl -8-O-benzyl-4,5-O-carbonyl-3-deoxy-α-D-manno-2-octulopyranosid>onate