alpha-D-Ribose 1,5-Bis(phosphate) Tetrasodium Salt

Base Information

• Chemical Name: alpha-D-Ribose 1,5-Bis(phosphate) Tetrasodium Salt
• CAS No.: 113599-17-0
• Molecular Formula: C₅H₈O₁₀P₂*4Na
• Molecular Weight: 382.019
• DSSTox Substance ID: DTXSID90554769
• Mol file: 113599-17-0.mol

Synonyms:113599-17-0;alpha-D-Ribose 1,5-Bis(phosphate) Tetrasodium Salt;tetrasodium;[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonatooxymethyl)oxolan-2-yl] phosphate;DTXSID90554769;MFCD15072190;CS-0441023;R0082;Tetrasodium 1,5-di-O-phosphonato-alpha-D-ribofuranose;Sodium (2R,3R,4S,5R)-3,4-dihydroxy-5-((phosphonatooxy)methyl)tetrahydrofuran-2-yl phosphate

Chemical Property of alpha-D-Ribose 1,5-Bis(phosphate) Tetrasodium Salt

Chemical Property:

• PSA: 214.15000
• LogP: -0.59550
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 3
• Exact Mass: 397.91326219
• Heavy Atom Count: 22
• Complexity: 349

Purity/Quality:

98%,99%, ^*data from raw suppliers

α-D-Ribose 1,5-Bis(phosphate) Tetrasodium Salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(O1)OP(=O)([O-])[O-])O)O)OP(=O)([O-])[O-].[Na+].[Na+].[Na+].[Na+]
• Isomeric SMILES: C([C@@H]1[C@H]([C@H]([C@H](O1)OP(=O)([O-])[O-])O)O)OP(=O)([O-])[O-].[Na+].[Na+].[Na+].[Na+]

Technology Process of alpha-D-Ribose 1,5-Bis(phosphate) Tetrasodium Salt

There total 3 articles about alpha-D-Ribose 1,5-Bis(phosphate) Tetrasodium Salt 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: 44.64%

5-phospho-α-D-ribofuranosyl 1,2-cyclic monophosphate (113599-16-9) → α-D-ribofuranosyl 2,5-biphosphate tetrakis(cyclohexylammonium) salt (113599-19-2) + α-D-ribofuranosyl 1,5-biphosphate tetrasodium salt (113599-17-0)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/jo00244a028

Reference yield:

5-phospho-α-D-ribofuranosyl-1-pyrophosphate tetrasodium salt (87372-47-2) → α-D-ribofuranosyl 1,5-biphosphate tetrasodium salt (113599-17-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / dicyclohexylcarbodiimide / 2-methyl-propan-2-ol; H₂O / 4.5 h / Heating

2: 1.) 0.1 N NaOH

With sodium hydroxide; dicyclohexyl-carbodiimide; In water; tert-butyl alcohol;

DOI:10.1021/jo00244a028

Reference yield:

cyclohexylammonium bicarbonate (13624-25-4,20227-92-3) + 5-phospho-α-D-ribofuranosyl 1,2-cyclic monophosphate (113599-16-9) → α-D-ribofuranosyl 2,5-biphosphate tetrakis(cyclohexylammonium) salt (113599-19-2) + α-D-ribofuranosyl 1,5-biphosphate tetrasodium salt (113599-17-0)

Guidance literature:

With sodium hydroxide; Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/jo00244a028

upstream raw materials:

cyclohexylammonium bicarbonate

5-phospho-α-D-ribofuranosyl 1,2-cyclic monophosphate

5-phospho-α-D-ribofuranosyl-1-pyrophosphate tetrasodium salt

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