3,4,6-tri-O-benzyl-2,5-anhydro-D-mannose dimethylacetal

Base Information

• Chemical Name: 3,4,6-tri-O-benzyl-2,5-anhydro-D-mannose dimethylacetal
• CAS No.: 129116-33-2
• Molecular Formula: C₂₉H₃₄O₆
• Molecular Weight: 478.585
• Mol file: 129116-33-2.mol

Synonyms:3,4,6-tri-O-benzyl-2,5-anhydro-D-mannose dimethylacetal

Chemical Property of 3,4,6-tri-O-benzyl-2,5-anhydro-D-mannose dimethylacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,6-tri-O-benzyl-2,5-anhydro-D-mannose dimethylacetal

There total 2 articles about 3,4,6-tri-O-benzyl-2,5-anhydro-D-mannose dimethylacetal 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: 97.0%

methanol (67-56-1) + Trifluoro-methanesulfonic acid (3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-methoxy-tetrahydro-pyran-3-yl ester → 3,4,6-tri-O-benzyl-2,5-anhydro-D-mannose dimethylacetal (129116-33-2,39706-31-5)

Guidance literature:

With pyridine; In N,N-dimethyl-formamide; at 160 ℃; for 0.0833333h;

DOI:10.1021/jo00056a028

Reference yield: 95.0%

methanol (67-56-1) + 3,4,6-tri-O-benzyl-D-glucal (55628-54-1) → 3,4,6-tri-O-benzyl-2,5-anhydro-D-mannose dimethylacetal (129116-33-2,39706-31-5)

Guidance literature:

With thallium(III) nitrate; at 35 ℃; for 5h;

DOI:10.1016/S0008-6215(97)10062-3

Reference yield:

3,4,6-tri-O-benzyl-2,5-anhydro-D-mannose dimethylacetal (129116-33-2,39706-31-5) → 1,3,4,6-Tetra-O-benzyl-2,5-anhydro-D-mannitol (117467-65-9)

Guidance literature:

Multi-step reaction with 3 steps

1: conc. HCl, acetone / 2 h / 50 °C

2: NaBH₄ / methanol / 0.25 h

3: NaH / tetrahydrofuran / 5 h / Heating

With hydrogenchloride; sodium tetrahydroborate; sodium hydride; acetone; In tetrahydrofuran; methanol;

DOI:10.1016/S0008-6215(97)10062-3

upstream raw materials:

methanol

3,4,6-tri-O-benzyl-D-glucal

Downstream raw materials:

1,3,4,6-Tetra-O-benzyl-2,5-anhydro-D-mannitol

2,5-anhydro-3,4,6-tri-O-benzyl-D-mannitol