N-(9beta-D-2'-Deoxyribofuranosylpurin-6-yl)glycinamide

Base Information

• Chemical Name: N-(9beta-D-2'-Deoxyribofuranosylpurin-6-yl)glycinamide
• CAS No.: 89014-18-6
• Molecular Formula: C12H16 N6 O4
• Molecular Weight: 308.29324
• DSSTox Substance ID: DTXSID40237479
• Nikkaji Number: J2.273.513F
• Wikidata: Q27179597
• Mol file: 89014-18-6.mol

Synonyms:DRPGly;N-(9 beta-D-2'-deoxyribofuranosylpurin-6-yl)glycinamide

Chemical Property of N-(9beta-D-2'-Deoxyribofuranosylpurin-6-yl)glycinamide

Chemical Property:

• PSA: 149.40000
• LogP: -0.41310
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 308.12330301
• Heavy Atom Count: 22
• Complexity: 413

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1N2C=NC3=C(N=CN=C32)NCC(=O)N)CO)O
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=NC3=C(N=CN=C32)NCC(=O)N)CO)O

Technology Process of N-(9beta-D-2'-Deoxyribofuranosylpurin-6-yl)glycinamide

There total 11 articles about N-(9beta-D-2'-Deoxyribofuranosylpurin-6-yl)glycinamide 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: 98.0%

2-deoxyinosine (890-38-0) + H-Gly-NH2 (598-41-4) → (-)-N6-(carbamoylmethyl)-2'-deoxyadenosine (89014-18-6)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 120h;

DOI:10.1021/ol052424+

Reference yield: 87.0%

N6-(carbamoylmethyl)-2'-deoxy-3',5'-di-O-isobutyryladenosine (114988-14-6) → (-)-N6-(carbamoylmethyl)-2'-deoxyadenosine (89014-18-6)

Guidance literature:

With ammonium hydroxide; In 1,4-dioxane; water; for 36h; Ambient temperature;

DOI:10.1002/hlca.19870700622

Reference yield: 83.0%

3',5'-di-O-acetyl-N6-(carbamoylmethyl)-2'-deoxyadenosine (114988-05-5) → (-)-N6-(carbamoylmethyl)-2'-deoxyadenosine (89014-18-6)

Guidance literature:

With ammonium hydroxide; In 1,4-dioxane; water; for 36h; Ambient temperature;

DOI:10.1002/hlca.19870700622

upstream raw materials:

3',5'-di-O-acetyl-N⁶-(carbamoylmethyl)-2'-deoxyadenosine

N⁶-(carbamoylmethyl)-2'-deoxy-3',5'-di-O-isobutyryladenosine

2-deoxyinosine

H-Gly-NH₂

Downstream raw materials:

N⁶-(carbamoylmethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)adenosine

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