4-[2-[[6-Amino-9-[N-ethyl-2,3-O-(1-methylethylidene)--D-ribofuranuronamidosyl]-9H-purin-2-yl]amino]ethyl]benzenepropanoic Acid 1,1-Dimethylethyl Ester

Base Information

• Chemical Name: 4-[2-[[6-Amino-9-[N-ethyl-2,3-O-(1-methylethylidene)--D-ribofuranuronamidosyl]-9H-purin-2-yl]amino]ethyl]benzenepropanoic Acid 1,1-Dimethylethyl Ester
• CAS No.: 120225-76-5
• Molecular Formula: C30H41 N7 O6
• Molecular Weight: 595.69
• Mol file: 120225-76-5.mol

Synonyms:Furo[3,4-d]-1,3-dioxole,benzenepropanoic acid deriv.

Chemical Property of 4-[2-[[6-Amino-9-[N-ethyl-2,3-O-(1-methylethylidene)--D-ribofuranuronamidosyl]-9H-purin-2-yl]amino]ethyl]benzenepropanoic Acid 1,1-Dimethylethyl Ester

Chemical Property:

• Refractive Index: 1.649
• PSA: 164.74000
• LogP: 3.93610
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO, Ethyl Acetate, Methanol

Purity/Quality:

97% ^*data from raw suppliers

2-[[4-[2-(tert-Butoxycarbonyl)ethyl]phenylethyl]amino]2’,3’-O-isopropylideneadenosine-5’-N-ethylcarboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate for the preparation of CGS 21680

Technology Process of 4-[2-[[6-Amino-9-[N-ethyl-2,3-O-(1-methylethylidene)--D-ribofuranuronamidosyl]-9H-purin-2-yl]amino]ethyl]benzenepropanoic Acid 1,1-Dimethylethyl Ester

There total 8 articles about 4-[2-[[6-Amino-9-[N-ethyl-2,3-O-(1-methylethylidene)--D-ribofuranuronamidosyl]-9H-purin-2-yl]amino]ethyl]benzenepropanoic Acid 1,1-Dimethylethyl Ester 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: 55.0%

tert-butyl 3-<4-(2-aminoethyl)phenyl>propionate (120225-79-8) + 2-chloro-2',3'-O-isopropylideneadenosine-5'-N-ethylcarboxamide (120225-75-4) → 2-<<4-<2-(tert-butoxycarbonyl)etyl>phenethyl>amino>-2',3'-O-isopropylideneadenosine-5'-N-ethylcarboxamide (120225-76-5)

Guidance literature:

at 130 ℃; for 3h;

DOI:10.1021/jm00169a015

Reference yield:

tert-Butyl acrylate (1663-39-4,25232-27-3) → 2-<<4-<2-(tert-butoxycarbonyl)etyl>phenethyl>amino>-2',3'-O-isopropylideneadenosine-5'-N-ethylcarboxamide (120225-76-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 105 g / Pd(OAc)2, tri-o-tolylphosphine / triethylamine / 6 h / Heating

2: 84 percent / 1 N HCl, H₂ / 10percent Pd/C / propan-2-ol / 7 h / 2585.7 Torr / Heating

3: 55 percent / 3 h / 130 °C

With hydrogenchloride; palladium diacetate; hydrogen; tris-(o-tolyl)phosphine; palladium on activated charcoal; In triethylamine; isopropyl alcohol;

DOI:10.1021/jm00169a015

Reference yield:

4-Bromophenylacetonitrile (16532-79-9) → 2-<<4-<2-(tert-butoxycarbonyl)etyl>phenethyl>amino>-2',3'-O-isopropylideneadenosine-5'-N-ethylcarboxamide (120225-76-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 105 g / Pd(OAc)2, tri-o-tolylphosphine / triethylamine / 6 h / Heating

2: 84 percent / 1 N HCl, H₂ / 10percent Pd/C / propan-2-ol / 7 h / 2585.7 Torr / Heating

3: 55 percent / 3 h / 130 °C

With hydrogenchloride; palladium diacetate; hydrogen; tris-(o-tolyl)phosphine; palladium on activated charcoal; In triethylamine; isopropyl alcohol;

DOI:10.1021/jm00169a015

upstream raw materials:

tert-butyl 3-<4-(2-aminoethyl)phenyl>propionate

2-chloro-2',3'-O-isopropylideneadenosine-5'-N-ethylcarboxamide

((3aR,4R,6R,6aR)-6-(6-amino-2-chloro-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol

tert-Butyl acrylate

Downstream raw materials:

2-p-(2-carboxyethyl)phenethylamino-5'-N-ethylcarboxamidoadenosine hydrochloride

2-<<4-(2-carbomethoxyetyl)phenethyl>amino>adenosine-5'-N-ethylcarboxamide hydrochloride

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