13-O-benzyl-6,7,9,10,11,12-hexadeoxy-1,2:3,4-di-O-isopropylidene-DL-glycero-α-D-galacto-tridecopyranose

Base Information

• Chemical Name: 13-O-benzyl-6,7,9,10,11,12-hexadeoxy-1,2:3,4-di-O-isopropylidene-DL-glycero-α-D-galacto-tridecopyranose
• CAS No.: 141177-15-3
• Molecular Formula: C₂₆H₄₀O₇
• Molecular Weight: 464.599
• Mol file: 141177-15-3.mol

Synonyms:13-O-benzyl-6,7,9,10,11,12-hexadeoxy-1,2:3,4-di-O-isopropylidene-DL-glycero-α-D-galacto-tridecopyranose

Chemical Property of 13-O-benzyl-6,7,9,10,11,12-hexadeoxy-1,2:3,4-di-O-isopropylidene-DL-glycero-α-D-galacto-tridecopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 13-O-benzyl-6,7,9,10,11,12-hexadeoxy-1,2:3,4-di-O-isopropylidene-DL-glycero-α-D-galacto-tridecopyranose

There total 3 articles about 13-O-benzyl-6,7,9,10,11,12-hexadeoxy-1,2:3,4-di-O-isopropylidene-DL-glycero-α-D-galacto-tridecopyranose 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:

5-(benzyloxy)-1-pentanol (4541-15-5) → 13-O-benzyl-6,7,9,10,11,12-hexadeoxy-1,2:3,4-di-O-isopropylidene-DL-glycero-α-D-galacto-tridecopyranose (141177-15-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / pyridine / 0 °C

2: 60 percent / lithium bromide / acetone / 2 h / Heating

3: 1) Mg / 1) ether, 2) ether, 15 min

With pyridine; magnesium; lithium bromide; In acetone;

DOI:10.1016/0008-6215(92)80040-8

Reference yield:

5-(benzyloxy)pentyl 4-methylbenzene-1-sulfonate (141177-22-2) → 13-O-benzyl-6,7,9,10,11,12-hexadeoxy-1,2:3,4-di-O-isopropylidene-DL-glycero-α-D-galacto-tridecopyranose (141177-15-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / lithium bromide / acetone / 2 h / Heating

2: 1) Mg / 1) ether, 2) ether, 15 min

With magnesium; lithium bromide; In acetone;

DOI:10.1016/0008-6215(92)80040-8

Reference yield:

1-(benzyloxy)-5-bromopentane (1014-93-3) + 3-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-5Hbis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-yl)propanal (124382-28-1) → 13-O-benzyl-6,7,9,10,11,12-hexadeoxy-1,2:3,4-di-O-isopropylidene-DL-glycero-α-D-galacto-tridecopyranose (141177-15-3)

Guidance literature:

With magnesium; Yield given. Multistep reaction; 1) ether, 2) ether, 15 min;

DOI:10.1016/0008-6215(92)80040-8

upstream raw materials:

1-(benzyloxy)-5-bromopentane

3-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-5Hbis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-yl)propanal

5-(benzyloxy)-1-pentanol

5-(benzyloxy)pentyl 4-methylbenzene-1-sulfonate

Downstream raw materials:

13-O-benzyl-6,7,9,10,11,12-hexadeoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-tridecopyranos-8-ulose

8-azi-13-O-benzyl-6,7,8,9,10,11,12-heptadeoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-tridecopyranose