(2S,3S,4R,5R)-5-(6-Amino-2-benzylamino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid ethylamide; hydrochloride

Base Information

• Chemical Name: (2S,3S,4R,5R)-5-(6-Amino-2-benzylamino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid ethylamide; hydrochloride
• CAS No.: 127258-35-9
• Molecular Formula: C₁₉H₂₃N₇O₄*ClH
• Molecular Weight: 449.897
• Mol file: 127258-35-9.mol

Synonyms:

Chemical Property of (2S,3S,4R,5R)-5-(6-Amino-2-benzylamino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid ethylamide; hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4R,5R)-5-(6-Amino-2-benzylamino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid ethylamide; hydrochloride

There total 6 articles about (2S,3S,4R,5R)-5-(6-Amino-2-benzylamino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid ethylamide; hydrochloride 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:

(3aS,4S,6R,6aR)-6-(6-Amino-2-benzylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide (127258-36-0) → (2S,3S,4R,5R)-5-(6-Amino-2-benzylamino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid ethylamide; hydrochloride (127258-35-9)

Guidance literature:

With hydrogenchloride; at 65 ℃; for 1h; Yield given;

DOI:10.1021/jm00169a015

Reference yield:

((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 (24639-06-3) → (2S,3S,4R,5R)-5-(6-Amino-2-benzylamino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid ethylamide; hydrochloride (127258-35-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 74 percent / aq. KOH, KMnO₄ / H₂O / 72 h

2: SOCl₂ / dimethylformamide / 2 h / 50 °C

3: CH₂Cl₂ / 1 h / Ambient temperature

4: 3 h / 130 °C

5: 1 N HCl / 1 h / 65 °C

With hydrogenchloride; potassium hydroxide; potassium permanganate; thionyl chloride; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00169a015

Reference yield:

(3aS,4S,6R,6aR)-6-(6-Amino-2-chloro-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carbonyl chloride → (2S,3S,4R,5R)-5-(6-Amino-2-benzylamino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid ethylamide; hydrochloride (127258-35-9)

Guidance literature:

Multi-step reaction with 3 steps

1: CH₂Cl₂ / 1 h / Ambient temperature

2: 3 h / 130 °C

3: 1 N HCl / 1 h / 65 °C

With hydrogenchloride; In dichloromethane;

DOI:10.1021/jm00169a015

upstream raw materials:

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

((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

2-chloro-2',3'-O-isopropylideneadenosine-5'-carboxylic acid

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