(S)-2'-Deoxyadenosine 5'-P''-ester with thiotriphosphoric acid ((HO)2P(O)OP(O)(OH)OP(S)(OH)2)

Base Information

• Chemical Name: (S)-2'-Deoxyadenosine 5'-P''-ester with thiotriphosphoric acid ((HO)2P(O)OP(O)(OH)OP(S)(OH)2)
• CAS No.: 80875-87-2
• Molecular Formula: C₁₀H₁₂N₅O₁₁P₃S
• Molecular Weight: 503.219
• Mol file: 80875-87-2.mol

Synonyms:(S)-2'-Deoxyadenosine 5'-P''-ester with thiotriphosphoric acid ((HO)2P(O)OP(O)(OH)OP(S)(OH)2);Adenosine, 2'-deoxy-, 5'-P''-ester with thiotriphosphoric acid ((HO)2P(O)OP(O)(OH)OP(S)(OH)2), (S)-;80875-87-2;C10H16N5O11P3S

Chemical Property of (S)-2'-Deoxyadenosine 5'-P''-ester with thiotriphosphoric acid ((HO)2P(O)OP(O)(OH)OP(S)(OH)2)

Chemical Property:

• Boiling Point: 903.5 °C at 760 mmHg
• Flash Point: 500.2 °C
• PSA: 314.67000
• Density: 2.45 g/cm³
• LogP: 2.50120
• XLogP3: -2.7
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 8
• Exact Mass: 506.97798851
• Heavy Atom Count: 30
• Complexity: 774

Purity/Quality:

97% ^*data from raw suppliers

2'-Deoxyadenosine-5'-O-(1-thiotriphosphate) lithium salt - 100 mM aqueous solution ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1N2C=NC3=C(N=CN=C32)N)COP(=S)(O)OP(=O)(O)OP(=O)(O)O)O
• Isomeric SMILES: C1[C@@H]([C@H](OC1N2C=NC3=C(N=CN=C32)N)COP(=S)(O)OP(=O)(O)OP(=O)(O)O)O

Technology Process of (S)-2'-Deoxyadenosine 5'-P''-ester with thiotriphosphoric acid ((HO)2P(O)OP(O)(OH)OP(S)(OH)2)

There total 4 articles about (S)-2'-Deoxyadenosine 5'-P''-ester with thiotriphosphoric acid ((HO)2P(O)OP(O)(OH)OP(S)(OH)2) 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:

N6-benzoyl-3'-(methoxyacetyl)-2'-deoxyadenosine (25152-96-9) → C10H12N5O11P3S(4-) (80875-87-2)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / dioxane / 0.17 h

2: bis(tri-n-butylammonium) pyrophosphate, tri-n-butylamine / dimethylformamide / 0.17 h

3: sulfur / dimethylformamide / 0.17 h

4: 1.) H₂O, 2.) concd NH₃ / 1.) 30 min, 2.) 60 deg C, 5 h

With pyridine; ammonium hydroxide; tributyl-amine; water; bis(tri-n-butylammonium) pyrophosphate; sulfur; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jo00264a024

Reference yield:

Acetic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-(4-oxo-4H-benzo[1,3,2]dioxaphosphinin-2-yloxymethyl)-tetrahydro-furan-3-yloxymethyl ester → C10H12N5O11P3S(4-) (80875-87-2)

Guidance literature:

Multi-step reaction with 3 steps

1: bis(tri-n-butylammonium) pyrophosphate, tri-n-butylamine / dimethylformamide / 0.17 h

2: sulfur / dimethylformamide / 0.17 h

3: 1.) H₂O, 2.) concd NH₃ / 1.) 30 min, 2.) 60 deg C, 5 h

With ammonium hydroxide; tributyl-amine; water; bis(tri-n-butylammonium) pyrophosphate; sulfur; In N,N-dimethyl-formamide;

DOI:10.1021/jo00264a024

Reference yield:

C20H20N5O13P3(2-) → C10H12N5O11P3S(4-) (80875-87-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfur / dimethylformamide / 0.17 h

2: 1.) H₂O, 2.) concd NH₃ / 1.) 30 min, 2.) 60 deg C, 5 h

With ammonium hydroxide; water; sulfur; In N,N-dimethyl-formamide;

DOI:10.1021/jo00264a024

upstream raw materials:

C₂₀H₂₀N₅O₁₃P₃S^(2-)

N⁶-benzoyl-3'-(methoxyacetyl)-2'-deoxyadenosine

Refernces