2-Methylthioribosylzeatin

Base Information

• Chemical Name: 2-Methylthioribosylzeatin
• CAS No.: 26190-61-4
• Molecular Formula: C₁₆H₂₃N₅O₅S
• Molecular Weight: 397.455
• DSSTox Substance ID: DTXSID501017778
• Nikkaji Number: J130.891B,J2.897.536H
• Mol file: 26190-61-4.mol

Synonyms:2-methylthio-cis-ribozeatin;2-methylthio-N(6)-(4-hydroxyisopentenyl)adenosine;2-methylthioribosylzeatin;2-methylthiozeatin riboside;N(6)-(4-hydroxyisopentenyl)-2-methylthioadenosine;N(6)-(4-hydroxyisopentenyl)-2-methylthioadenosine, (E)-isomer;N(6)-(4-hydroxyisopentenyl)-2-methylthioadenosine, (Z)-isomer

Chemical Property of 2-Methylthioribosylzeatin

Chemical Property:

• Vapor Pressure: 6.75E-27mmHg at 25°C
• Boiling Point: 798.5°Cat760mmHg
• Flash Point: 436.7°C
• PSA: 171.08000
• Density: 1.63g/cm³
• LogP: -0.41680
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 7
• Exact Mass: 397.14199002
• Heavy Atom Count: 27
• Complexity: 529

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCNC1=C2C(=NC(=N1)SC)N(C=N2)C3C(C(C(O3)CO)O)O)CO
• Isomeric SMILES: C/C(=C\CNC1=C2C(=NC(=N1)SC)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)/CO

Technology Process of 2-Methylthioribosylzeatin

There total 6 articles about 2-Methylthioribosylzeatin 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:

2-methyl-4-(2-methylsulfanyl-7(9)H-purin-6-ylamino)-but-2-en-1-ol (37384-83-1) → 6-(4-hydroxy-3-methyl-2-butenylamino)-2-methylthio-9-β-D-ribofuranosylpurine (26190-61-4)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 18 h / Reflux

2: sodium methylate; methanol / 6 h / 20 °C

With methanol; trimethylsilyl trifluoromethanesulfonate; sodium methylate; In acetonitrile;

DOI:10.1021/bi4000832

Reference yield:

2-methylthio-N-6-chloropurine (66191-23-9) → 6-(4-hydroxy-3-methyl-2-butenylamino)-2-methylthio-9-β-D-ribofuranosylpurine (26190-61-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / butan-1-ol / 5 h / 110 °C

2: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 18 h / Reflux

3: sodium methylate; methanol / 6 h / 20 °C

With methanol; trimethylsilyl trifluoromethanesulfonate; sodium methylate; potassium carbonate; In acetonitrile; butan-1-ol;

DOI:10.1021/bi4000832

Reference yield:

C5H11NO*ClH → 6-(4-hydroxy-3-methyl-2-butenylamino)-2-methylthio-9-β-D-ribofuranosylpurine (26190-61-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / butan-1-ol / 5 h / 110 °C

2: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 18 h / Reflux

3: sodium methylate; methanol / 6 h / 20 °C

With methanol; trimethylsilyl trifluoromethanesulfonate; sodium methylate; potassium carbonate; In acetonitrile; butan-1-ol;

DOI:10.1021/bi4000832

upstream raw materials:

2-methyl-4-(2-methylsulfanyl-7⁽⁹⁾H-purin-6-ylamino)-but-2-en-1-ol

2-methylthio-N-6-chloropurine

1,2,3,6-Tetrahydro-2-oxo-6-thioxo-7H-purine

Refernces