8-[O⁶-(4-bromothenyl)-guan-9-yl]-octyl-β-D-tetra-O-benzoylglucoside

Base Information

• Chemical Name: 8-[O⁶-(4-bromothenyl)-guan-9-yl]-octyl-β-D-tetra-O-benzoylglucoside
• CAS No.: 382607-77-4
• Molecular Formula: C₅₂H₅₀BrN₅O₁₁S
• Molecular Weight: 1032.97
• Mol file: 382607-77-4.mol

Synonyms:8-[O⁶-(4-bromothenyl)-guan-9-yl]-octyl-β-D-tetra-O-benzoylglucoside

Chemical Property of 8-[O⁶-(4-bromothenyl)-guan-9-yl]-octyl-β-D-tetra-O-benzoylglucoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-[O⁶-(4-bromothenyl)-guan-9-yl]-octyl-β-D-tetra-O-benzoylglucoside

There total 5 articles about 8-[O⁶-(4-bromothenyl)-guan-9-yl]-octyl-β-D-tetra-O-benzoylglucoside 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: 37.7%

6-((4-bromothiophen-2-yl)methoxy)-9H-purin-2-amine (192441-08-0) + 8-bromooctyl-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside (382607-65-0) → 8-[O6-(4-bromothenyl)-guan-9-yl]-octyl-β-D-tetra-O-benzoylglucoside (382607-77-4)

Guidance literature:

6-((4-bromothiophen-2-yl)methoxy)-9H-purin-2-amine; With lithium hydride; In N,N-dimethyl-formamide; at 20 - 80 ℃; for 1h;

8-bromooctyl-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside; In N,N-dimethyl-formamide; Further stages.; Heating;

DOI:10.1021/jm010006e

Reference yield:

4-Bromothiophen-2-aldehyde (18791-75-8) → 8-[O6-(4-bromothenyl)-guan-9-yl]-octyl-β-D-tetra-O-benzoylglucoside (382607-77-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 89 percent / NaBH₄ / propan-2-ol / 1 h

2.1: NaH; DMSO / 1 h

2.2: 70 percent / dimethylsulfoxide / 1 h

3.1: LiH / dimethylformamide / 1 h / 20 - 80 °C

3.2: 37.7 percent / dimethylformamide / Heating

With sodium tetrahydroborate; lithium hydride; sodium hydride; dimethyl sulfoxide; In N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1021/jm010006e

Reference yield:

β-1-bromo-2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside (114682-36-9,14218-11-2,14218-30-5,61198-88-7,108438-33-1,108836-02-8,127305-34-4,151377-77-4) → 8-[O6-(4-bromothenyl)-guan-9-yl]-octyl-β-D-tetra-O-benzoylglucoside (382607-77-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 48 percent / 3 Angstroem molecular sieves; silver phosphate / nitromethane

2.1: LiH / dimethylformamide / 1 h / 20 - 80 °C

2.2: 37.7 percent / dimethylformamide / Heating

With silver orthophosphate; 3 A molecular sieve; lithium hydride; In nitromethane; N,N-dimethyl-formamide; 1.1: Koenigs-Knorr reaction;

DOI:10.1021/jm010006e

upstream raw materials:

6-((4-bromothiophen-2-yl)methoxy)-9H-purin-2-amine

8-bromooctyl-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

4-Bromothiophen-2-aldehyde

β-1-bromo-2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside

Downstream raw materials:

8-[O⁶-(4-bromothenyl)-guan-9-yl]-octyl-β-D-glucoside

Refernces