2, 2''-DIAMINO-2''-DEOXYADENOSINE (2''-AMINO-2''-DEOXY-2, 6-DIAMINOPURINERIBOSIDE)

Base Information

• Chemical Name: 2, 2''-DIAMINO-2''-DEOXYADENOSINE (2''-AMINO-2''-DEOXY-2, 6-DIAMINOPURINERIBOSIDE)
• CAS No.: 215943-79-6
• Molecular Formula: C₁₀H₁₅N₇O₃
• Molecular Weight: 281.274
• Mol file: 215943-79-6.mol

Synonyms:2, 2’’-DIAMINO-2’’-DEOXYADENOSINE (2’’-AMINO-2’’-DEOXY-2, 6-DIAMINOPURINERIBOSIDE)

Chemical Property of 2, 2''-DIAMINO-2''-DEOXYADENOSINE (2''-AMINO-2''-DEOXY-2, 6-DIAMINOPURINERIBOSIDE)

Chemical Property:

• PSA: 172.08000
• Density: 2.26
• LogP: -1.21980

Purity/Quality:

97% ^*data from raw suppliers

2''-AMINO-2''-DEOXY-2,6-DIAMINOPURINERIBOSIDE ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2, 2''-DIAMINO-2''-DEOXYADENOSINE (2''-AMINO-2''-DEOXY-2, 6-DIAMINOPURINERIBOSIDE)

There total 5 articles about 2, 2''-DIAMINO-2''-DEOXYADENOSINE (2''-AMINO-2''-DEOXY-2, 6-DIAMINOPURINERIBOSIDE) 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: 85.0%

2,6-diamino-9-(2-azido-2-deoxy-β-D-arabinofuranosyl)purine (193885-46-0) → 2,6-diamino-9-(2-amino-2-deoxy-β-D-arabinofuranosyl)purine (193885-49-3,215943-79-6)

Guidance literature:

With hydrazine; nickel; In ethanol; water; for 6h; Ambient temperature;

DOI:10.1139/v97-092

Reference yield:

3′,5′-(1,1,3,3-tetraisopropyl-1,3-disiloxan-1,3-yl)-9-(β-D-ribofuranosyl)purin-2,6-diamine (87791-88-6) → 2,6-diamino-9-(2-amino-2-deoxy-β-D-arabinofuranosyl)purine (193885-49-3,215943-79-6)

Guidance literature:

Multi-step reaction with 4 steps

1: DMAP / CH₂Cl₂ / 0.5 h / 0 °C

2: LiN₃ / dimethylformamide / Ambient temperature

3: tetrabutylammonium fluoride / tetrahydrofuran / Ambient temperature

4: 85 percent / hydrazine / Raney Ni / ethanol; H₂O / 6 h / Ambient temperature

With dmap; lithium azide; tetrabutyl ammonium fluoride; hydrazine; nickel; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1139/v97-092

Reference yield:

9-((2R,3S,3aS,9aR)-3-Azido-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purine-2,6-diamine → 2,6-diamino-9-(2-amino-2-deoxy-β-D-arabinofuranosyl)purine (193885-49-3,215943-79-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutylammonium fluoride / tetrahydrofuran / Ambient temperature

2: 85 percent / hydrazine / Raney Ni / ethanol; H₂O / 6 h / Ambient temperature

With tetrabutyl ammonium fluoride; hydrazine; nickel; In tetrahydrofuran; ethanol; water;

DOI:10.1139/v97-092

upstream raw materials:

2,6-diamino-9-(2-azido-2-deoxy-β-D-arabinofuranosyl)purine

3′,5′-(1,1,3,3-tetraisopropyl-1,3-disiloxan-1,3-yl)-9-(β-D-ribofuranosyl)purin-2,6-diamine

2,6-diamino-9-[2-O-trifluoromethanesulfonyl-3,5-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanyl)-β-D-ribofuranosyl]purine

adenosine-2-amine

Downstream raw materials:

2-amino-9-(2-amino-β-D-2-deoxy-arabinofuranosyl)-1,9-dihydro-purin-6-one

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