2-(Hydroxymethyl)-5-(5-iodopyrrolo[2,3-d]pyrimidin-7-yl)oxolane-3,4-diol

Base Information

• Chemical Name: 2-(Hydroxymethyl)-5-(5-iodopyrrolo[2,3-d]pyrimidin-7-yl)oxolane-3,4-diol
• CAS No.: 57024-74-5
• Molecular Formula: C₁₁H₁₂IN₃O₄
• Molecular Weight: 377.138
• NSC Number: 163650
• DSSTox Substance ID: DTXSID20303944

Synonyms:57024-74-5;NSC163650;DTXSID20303944;2-(hydroxymethyl)-5-(5-iodopyrrolo[2,3-d]pyrimidin-7-yl)oxolane-3,4-diol;NSC-163650

Chemical Property of 2-(Hydroxymethyl)-5-(5-iodopyrrolo[2,3-d]pyrimidin-7-yl)oxolane-3,4-diol

Chemical Property:

• Vapor Pressure: 1.64E-16mmHg at 25°C
• Boiling Point: 625.5°Cat760mmHg
• Flash Point: 332.1°C
• Density: 2.35g/cm³
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 376.98725
• Heavy Atom Count: 19
• Complexity: 337

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C(=CN(C2=NC=N1)C3C(C(C(O3)CO)O)O)I

Technology Process of 2-(Hydroxymethyl)-5-(5-iodopyrrolo[2,3-d]pyrimidin-7-yl)oxolane-3,4-diol

There total 2 articles about 2-(Hydroxymethyl)-5-(5-iodopyrrolo[2,3-d]pyrimidin-7-yl)oxolane-3,4-diol 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: 38.0%

7-Deazanebularin (16754-83-9) → 5-iodo-N7-(β-D–ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine (57024-74-5)

Guidance literature:

With N-iodo-succinimide; In N,N-dimethyl-formamide; at 50 ℃; for 2h;

DOI:10.1002/cmdc.202100144

Reference yield:

→ 5-iodo-N7-(β-D–ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine (57024-74-5)

Guidance literature:

Pyrimidin 2, 1. ICl, 2. NH3;

Reference yield: 32.0%

4-Chlorophenylboronic acid (1679-18-1) + 5-iodo-N7-(β-D–ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine (57024-74-5) → 5-(4-chlorophenyl)-N7-(β-D–ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:

With trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; sodium carbonate; In water; acetonitrile; at 20 - 100 ℃; Inert atmosphere;

DOI:10.1002/cmdc.202100144

upstream raw materials:

7-Deazanebularin

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