(2R,3S,5R)-5-[2,2']Bipyridinyl-5-yl-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol

Base Information

• Chemical Name: (2R,3S,5R)-5-[2,2']Bipyridinyl-5-yl-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol
• CAS No.: 851787-55-8
• Molecular Formula: C₃₆H₃₄N₂O₅
• Molecular Weight: 574.676
• Mol file: 851787-55-8.mol

Synonyms:(2R,3S,5R)-5-[2,2']Bipyridinyl-5-yl-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol

Chemical Property of (2R,3S,5R)-5-[2,2']Bipyridinyl-5-yl-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,5R)-5-[2,2']Bipyridinyl-5-yl-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol

There total 10 articles about (2R,3S,5R)-5-[2,2']Bipyridinyl-5-yl-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol 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: 75.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 1β-(2,2'-bipyridin-5-yl)-1,2-dideoxy-D-ribofuranose (377777-55-4) → (2R,3S,5R)-5-[2,2']Bipyridinyl-5-yl-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol (851787-55-8)

Guidance literature:

With pyridine; at 20 ℃; for 6h;

DOI:10.1002/chem.200400858

Reference yield:

(2S,3S,3aS,9aR)-2-[2,2']Bipyridinyl-5-yl-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-ol (377777-53-2) → (2R,3S,5R)-5-[2,2']Bipyridinyl-5-yl-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol (851787-55-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 71 percent / acetonitrile / 18 h / 20 °C

2: 72 percent / Bu₃SnH; AIBN / toluene / 2 h / 80 °C

3: 95 percent / NEt₃*3HF / tetrahydrofuran / 15 h / 20 °C

4: 75 percent / pyridine / 6 h / 20 °C

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; toluene; acetonitrile;

DOI:10.1002/chem.200400858

Reference yield:

5-iodo-2,2'-bipyridine (160539-05-9) → (2R,3S,5R)-5-[2,2']Bipyridinyl-5-yl-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-ol (851787-55-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: tetrahydrofuran; hexane / 3 h / -78 °C

2.1: 3.51 g / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / -78 - 20 °C

3.1: BBr₃ / CH₂Cl₂ / 4 h / -78 °C

4.1: 239 mg / pyridine / 5 h / 20 °C

5.1: 71 percent / acetonitrile / 18 h / 20 °C

6.1: 72 percent / Bu₃SnH; AIBN / toluene / 2 h / 80 °C

7.1: 95 percent / NEt₃*3HF / tetrahydrofuran / 15 h / 20 °C

8.1: 75 percent / pyridine / 6 h / 20 °C

With pyridine; triethylsilane; n-butyllithium; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; boron tribromide; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; hexane; dichloromethane; toluene; acetonitrile;

DOI:10.1002/chem.200400858

upstream raw materials:

4,4'-dimethoxytrityl chloride

1β-(2,2'-bipyridin-5-yl)-1,2-dideoxy-D-ribofuranose

Imidazole-1-carbothioic acid O-((2S,3S,3aR,9aR)-2-[2,2']bipyridinyl-5-yl-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl) ester

5-bromo-2,2'-bipyridyl