N-(5-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-pyridin-2-yl)-benzamide

Base Information

Chemical Name:N-(5-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-pyridin-2-yl)-benzamide
CAS No.:190907-97-2
Molecular Formula:C₃₈H₃₆N₂O₆
Molecular Weight:616.714
Hs Code.:

Synonyms:N-(5-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-pyridin-2-yl)-benzamide

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Chemical Property of N-(5-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-pyridin-2-yl)-benzamide

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Technology Process of N-(5-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-pyridin-2-yl)-benzamide

There total 11 articles about N-(5-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-pyridin-2-yl)-benzamide 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: 84.0%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 166266-29-1
2-(N-benzoylamino)-5-(2'-deoxy-β-D-ribofuranosyl)pyridine

: 190907-97-2
N-(5-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-pyridin-2-yl)-benzamide

Guidance literature:: With pyridine; for 3.5h; Ambient temperature;

Reference yield:

: 1072-97-5
5-bromo-2-pyridylamine

: 190907-97-2
N-(5-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-pyridin-2-yl)-benzamide

Guidance literature:: Multi-step reaction with 8 steps

1: 68 percent / n-BuLi / tetrahydrofuran / 2.5 h / -75 °C

2: 1.) n-BuLi, 2.) Et₃SiH, BF₃*Et₂O / 1.) THF, -75 deg C, 3 h, -75 deg C -> 0 deg C, 4 h, 2.) CH₂Cl₂, -75 deg C -> rt, overnight

3: 1.) pyridine, 2.) BBr₃ / 1. )CH₂Cl₂, rt, 24 h, 2.) CH₂Cl₂, -75 deg C, 4 h

4: 75 percent / pyridine / 4 h / Ambient temperature

5: 81 percent / DMAP, 3A molecular sieves / acetonitrile / 25 h / Ambient temperature

6: 84 percent / AIBN, n-Bu₃SnH / toluene / 4 h / 80 °C

7: 86 percent / Bu₄NF / tetrahydrofuran / 1.5 h / Ambient temperature

8: 84 percent / pyridine / 2 h

With pyridine; triethylsilane; dmap; n-butyllithium; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; boron tribromide; In tetrahydrofuran; pyridine; toluene; acetonitrile;
DOI:10.1021/ja9704904

Reference yield:

: 98-88-4
benzoyl chloride

: 190907-97-2
N-(5-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-pyridin-2-yl)-benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) pyridine, 2.) BBr₃ / 1. )CH₂Cl₂, rt, 24 h, 2.) CH₂Cl₂, -75 deg C, 4 h

2: 75 percent / pyridine / 4 h / Ambient temperature

3: 81 percent / DMAP, 3A molecular sieves / acetonitrile / 25 h / Ambient temperature

4: 84 percent / AIBN, n-Bu₃SnH / toluene / 4 h / 80 °C

5: 86 percent / Bu₄NF / tetrahydrofuran / 1.5 h / Ambient temperature

6: 84 percent / pyridine / 2 h

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; boron tribromide; In tetrahydrofuran; pyridine; toluene; acetonitrile;
DOI:10.1021/ja9704904