(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid [2-(3H-imidazol-4-yl)-ethyl]-amide

Base Information

• Chemical Name: (2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid [2-(3H-imidazol-4-yl)-ethyl]-amide
• CAS No.: 835639-59-3
• Molecular Formula: C₃₂H₃₅N₃O₆
• Molecular Weight: 557.646
• Mol file: 835639-59-3.mol

Synonyms:

Chemical Property of (2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid [2-(3H-imidazol-4-yl)-ethyl]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid [2-(3H-imidazol-4-yl)-ethyl]-amide

There total 9 articles about (2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid [2-(3H-imidazol-4-yl)-ethyl]-amide 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:

Hoffer's chlorosugar (3601-89-6,4330-21-6,52304-86-6,3056-12-0,141846-57-3) → (2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid [2-(3H-imidazol-4-yl)-ethyl]-amide (835639-59-3)

Guidance literature:

Multi-step reaction with 6 steps

1: CH₂Cl₂

2: HCl / dioxane

3: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl; 4-dimethylaminopyridine / dioxane

4: NaOMe / methanol

5: pyridine

6: acetonitrile

With pyridine; hydrogenchloride; dmap; sodium methylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; methanol; dichloromethane; acetonitrile;

DOI:10.1246/cl.2004.1554

Reference yield:

methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose (4330-34-1) → (2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid [2-(3H-imidazol-4-yl)-ethyl]-amide (835639-59-3)

Guidance literature:

Multi-step reaction with 7 steps

1: HCl / diethyl ether

2: CH₂Cl₂

3: HCl / dioxane

4: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl; 4-dimethylaminopyridine / dioxane

5: NaOMe / methanol

6: pyridine

7: acetonitrile

With pyridine; hydrogenchloride; dmap; sodium methylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; methanol; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1246/cl.2004.1554

Reference yield:

D-2-deoxyribose (452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3) → (2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid [2-(3H-imidazol-4-yl)-ethyl]-amide (835639-59-3)

Guidance literature:

Multi-step reaction with 9 steps

1: HCl

2: pyridine

3: HCl / diethyl ether

4: CH₂Cl₂

5: HCl / dioxane

6: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl; 4-dimethylaminopyridine / dioxane

7: NaOMe / methanol

8: pyridine

9: acetonitrile

With pyridine; hydrogenchloride; dmap; sodium methylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; methanol; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1246/cl.2004.1554

upstream raw materials:

histamine

(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid methyl ester

Hoffer's chlorosugar

methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose