4-CHLORO-5-IODO-7-SS-D-RIBOFURANOSYL-7H-PYRROLO[2,3-D]PYRIMIDIN-2-AMINE

Base Information

• Chemical Name: 4-CHLORO-5-IODO-7-SS-D-RIBOFURANOSYL-7H-PYRROLO[2,3-D]PYRIMIDIN-2-AMINE
• CAS No.: 873792-94-0
• Molecular Formula: C₁₁H₁₂ClIN₄O₄
• Molecular Weight: 426.598
• Mol file: 873792-94-0.mol

Synonyms:4-CHLORO-5-IODO-7-SS-D-RIBOFURANOSYL-7H-PYRROLO[2,3-D]PYRIMIDIN-2-AMINE

Chemical Property of 4-CHLORO-5-IODO-7-SS-D-RIBOFURANOSYL-7H-PYRROLO[2,3-D]PYRIMIDIN-2-AMINE

Chemical Property:

• PSA: 126.65000
• LogP: 0.46420

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-CHLORO-5-IODO-7-SS-D-RIBOFURANOSYL-7H-PYRROLO[2,3-D]PYRIMIDIN-2-AMINE

There total 6 articles about 4-CHLORO-5-IODO-7-SS-D-RIBOFURANOSYL-7H-PYRROLO[2,3-D]PYRIMIDIN-2-AMINE 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: 90.0%

4-chloro-7-{5'-O-[(1,1-dimethylethyl)dimethylsilyl]-2',3'-O-(1-methylethylidene)-β-D-ribofuranosyl}-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine (873792-91-7) → 2-amino-4-chloro-5-iodo-7-{β-D-ribofuranosyl}-7H-pyrrolo[2,3-d]pyrimidine (873792-94-0)

Guidance literature:

With trifluoroacetic acid; In water; at 20 ℃;

DOI:10.1021/jo0516640

Reference yield:

2-amino-4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (873792-88-2) → 2-amino-4-chloro-5-iodo-7-{β-D-ribofuranosyl}-7H-pyrrolo[2,3-d]pyrimidine (873792-94-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / KOH; TDA-1 / acetonitrile

2: 89 percent / aq. CF₃CO₂H

With potassium hydroxide; trifluoroacetic acid; In acetonitrile;

DOI:10.1081/NCN-200060319

Reference yield:

2,3-O-isopropylidene-5-O-(tert-butyldimethylsilyl)-α-D-ribofuranosyl chloride (102690-94-8) → 2-amino-4-chloro-5-iodo-7-{β-D-ribofuranosyl}-7H-pyrrolo[2,3-d]pyrimidine (873792-94-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / KOH; TDA-1 / acetonitrile

2: 89 percent / aq. CF₃CO₂H

With potassium hydroxide; trifluoroacetic acid; In acetonitrile;

DOI:10.1081/NCN-200060319

upstream raw materials:

4-chloro-7-{5'-O-[(1,1-dimethylethyl)dimethylsilyl]-2',3'-O-(1-methylethylidene)-β-D-ribofuranosyl}-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine

2-amino-4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

2,3-O-isopropylidene-5-O-(tert-butyldimethylsilyl)-α-D-ribofuranosyl chloride

N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2,2-trifluoroacetamide

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