1-Deoxy-1-[6-[(2,2-diphenylethyl)amino]-2-[[2-(1H-imidazol-4-yl)ethyl]amino]-9H-purin-9-yl]-N-ethyl-2,3-O-(1-methylethylidene)-β-D-ribofuranuronamide

Base Information

• Chemical Name: 1-Deoxy-1-[6-[(2,2-diphenylethyl)amino]-2-[[2-(1H-imidazol-4-yl)ethyl]amino]-9H-purin-9-yl]-N-ethyl-2,3-O-(1-methylethylidene)-β-D-ribofuranuronamide
• CAS No.: 167296-96-0
• Molecular Formula: C₃₄H₃₉N₉O₄
• Molecular Weight: 637.742
• Mol file: 167296-96-0.mol

Synonyms:1-Deoxy-1-[6-[(2,2-diphenylethyl)amino]-2-[[2-(1H-imidazol-4-yl)ethyl]amino]-9H-purin-9-yl]-N-ethyl-2,3-O-(1-methylethylidene)-β-D-ribofuranuronamide

Chemical Property of 1-Deoxy-1-[6-[(2,2-diphenylethyl)amino]-2-[[2-(1H-imidazol-4-yl)ethyl]amino]-9H-purin-9-yl]-N-ethyl-2,3-O-(1-methylethylidene)-β-D-ribofuranuronamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Deoxy-1-[6-[(2,2-diphenylethyl)amino]-2-[[2-(1H-imidazol-4-yl)ethyl]amino]-9H-purin-9-yl]-N-ethyl-2,3-O-(1-methylethylidene)-β-D-ribofuranuronamide

There total 15 articles about 1-Deoxy-1-[6-[(2,2-diphenylethyl)amino]-2-[[2-(1H-imidazol-4-yl)ethyl]amino]-9H-purin-9-yl]-N-ethyl-2,3-O-(1-methylethylidene)-β-D-ribofuranuronamide 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:

histamine (51-45-6) + (3aS,4S,6R,6aR)-6-[2-Chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide (167298-15-9) → 1-Deoxy-1-[6-[(2,2-diphenylethyl)amino]-2-[[2-(1H-imidazol-4-yl)ethyl]amino]-9H-purin-9-yl]-N-ethyl-2,3-O-(1-methylethylidene)-β-D-ribofuranuronamide (167296-96-0)

Guidance literature:

In dimethyl sulfoxide; at 120 ℃;

DOI:10.1016/S0960-894X(00)00017-2

Reference yield:

2-amino-6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine (16321-99-6) → 1-Deoxy-1-[6-[(2,2-diphenylethyl)amino]-2-[[2-(1H-imidazol-4-yl)ethyl]amino]-9H-purin-9-yl]-N-ethyl-2,3-O-(1-methylethylidene)-β-D-ribofuranuronamide (167296-96-0)

Guidance literature:

Multi-step reaction with 8 steps

1: t-BuONO; pyridine*HCl; CuCl / CH₂Cl₂ / 0 - 20 °C

2: i-Pr₂NEt / propan-2-ol / Heating

3: aq. Na₂CO₃ / methanol

4: acetone

5: KMnO₄; KOH / dioxane

6: SOCl₂ / Heating

7: CH₂Cl₂

8: dimethylsulfoxide / 120 °C

With potassium hydroxide; potassium permanganate; thionyl chloride; tert.-butylnitrite; pyridine hydrochloride; sodium carbonate; N-ethyl-N,N-diisopropylamine; copper(l) chloride; In 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; isopropyl alcohol; acetone; 1: Diazotization / 2: Substitution / 3: Deacetylation / 4: Condensation / 5: Oxidation / 6: Chlorination / 7: Acylation / 8: Substitution;

DOI:10.1016/S0960-894X(00)00017-2

Reference yield:

(2R,3R,4R,5R)-4-(acetyloxy)-2-[(acetyloxy)methyl]-5-(2,6-dichloro-9H-purin-9-yl)tetrahydro-3-furanyl acetate (3056-18-6) → 1-Deoxy-1-[6-[(2,2-diphenylethyl)amino]-2-[[2-(1H-imidazol-4-yl)ethyl]amino]-9H-purin-9-yl]-N-ethyl-2,3-O-(1-methylethylidene)-β-D-ribofuranuronamide (167296-96-0)

Guidance literature:

Multi-step reaction with 7 steps

1: i-Pr₂NEt / propan-2-ol / Heating

2: aq. Na₂CO₃ / methanol

3: acetone

4: KMnO₄; KOH / dioxane

5: SOCl₂ / Heating

6: CH₂Cl₂

7: dimethylsulfoxide / 120 °C

With potassium hydroxide; potassium permanganate; thionyl chloride; sodium carbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; isopropyl alcohol; acetone; 1: Substitution / 2: Deacetylation / 3: Condensation / 4: Oxidation / 5: Chlorination / 6: Acylation / 7: Substitution;

DOI:10.1016/S0960-894X(00)00017-2

upstream raw materials:

histamine

(3aS,4S,6R,6aR)-6-[2-Chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide

(2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-(2,6-dichloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl dibenzoate

2-amino-6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine