1,4-Anhydro-1-[7-(prop-2-en-1-ylsulfanyl)-2h-pyrazolo[4,3-d]pyrimidin-3-yl]pentitol

Base Information

• Chemical Name: 1,4-Anhydro-1-[7-(prop-2-en-1-ylsulfanyl)-2h-pyrazolo[4,3-d]pyrimidin-3-yl]pentitol
• CAS No.: 33823-00-6
• Molecular Formula: C13H16N4O4S
• Molecular Weight: 324.3555
• NSC Number: 131928
• DSSTox Substance ID: DTXSID70299666

Synonyms:33823-00-6;NSC131928;1,4-anhydro-1-[7-(prop-2-en-1-ylsulfanyl)-2h-pyrazolo[4,3-d]pyrimidin-3-yl]pentitol;DTXSID70299666;NSC-131928

Chemical Property of 1,4-Anhydro-1-[7-(prop-2-en-1-ylsulfanyl)-2h-pyrazolo[4,3-d]pyrimidin-3-yl]pentitol

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.58g/cm³
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 324.08922618
• Heavy Atom Count: 22
• Complexity: 404

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CCSC1=NC=NC2=C(NN=C21)C3C(C(C(O3)CO)O)O

Technology Process of 1,4-Anhydro-1-[7-(prop-2-en-1-ylsulfanyl)-2h-pyrazolo[4,3-d]pyrimidin-3-yl]pentitol

There total 4 articles about 1,4-Anhydro-1-[7-(prop-2-en-1-ylsulfanyl)-2h-pyrazolo[4,3-d]pyrimidin-3-yl]pentitol 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:

3-(β-ribofuranosyl)-7-chloropyrazolo<4,3-d>pyrimidine (13263-94-0) → (1S)-1-(7-allylsulfanyl-1(2)H-pyrazolo[4,3-d]pyrimidin-3-yl)-D-1,4-anhydro-ribitol (33823-00-6)

Guidance literature:

Multi-step reaction with 2 steps

1: thiourea, HCO₂H / ethanol

2: aq. NH₃

With ammonium hydroxide; formic acid; thiourea; In ethanol;

DOI:10.1039/j39710002443

Reference yield:

7-chloro-3-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)pyrazolo<4,3-d>pyrimidine (33822-98-9) → (1S)-1-(7-allylsulfanyl-1(2)H-pyrazolo[4,3-d]pyrimidin-3-yl)-D-1,4-anhydro-ribitol (33823-00-6)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOMe / methanol

2: thiourea, HCO₂H / ethanol

3: aq. NH₃

With ammonium hydroxide; formic acid; sodium methylate; thiourea; In methanol; ethanol;

DOI:10.1039/j39710002443

Reference yield:

3-(tri-O-acetyl-β-D-ribofuranosyl)-1(2),6-dihydro-pyrazolo[4,3-d]pyrimidin-7-one → (1S)-1-(7-allylsulfanyl-1(2)H-pyrazolo[4,3-d]pyrimidin-3-yl)-D-1,4-anhydro-ribitol (33823-00-6)

Guidance literature:

Multi-step reaction with 4 steps

1: POCl₃

2: NaOMe / methanol

3: thiourea, HCO₂H / ethanol

4: aq. NH₃

With ammonium hydroxide; formic acid; sodium methylate; thiourea; trichlorophosphate; In methanol; ethanol;

DOI:10.1039/j39710002443

upstream raw materials:

allyl bromide

3-(β-ribofuranosyl)-7-chloropyrazolo<4,3-d>pyrimidine

7-chloro-3-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)pyrazolo<4,3-d>pyrimidine

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